Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene

The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structur...
Ausführliche Beschreibung

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Autor*in:	Heinemann, Frank W. [verfasserIn] Weber, Immo [verfasserIn] Zenneck, Ulrich [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2007

Übergeordnetes Werk:	Enthalten in: Journal of chemical crystallography - Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971, 37(2007), 3 vom: 25. Jan., Seite 165-170
Übergeordnetes Werk:	volume:37 ; year:2007 ; number:3 ; day:25 ; month:01 ; pages:165-170

Links:	Volltext

DOI / URN:	10.1007/s10870-006-9177-2

Katalog-ID:	SPR014202794

Internformat


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082	0	4	\|a 540 \|q ASE
084			\|a 35.25 \|2 bkl
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100	1		\|a Heinemann, Frank W. \|e verfasserin \|4 aut
245	1	0	\|a Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
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520			\|a The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis.
700	1		\|a Weber, Immo \|e verfasserin \|4 aut
700	1		\|a Zenneck, Ulrich \|e verfasserin \|4 aut
773	0	8	\|i Enthalten in \|t Journal of chemical crystallography \|d Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971 \|g 37(2007), 3 vom: 25. Jan., Seite 165-170 \|w (DE-627)302467270 \|w (DE-600)1491232-6 \|x 1572-8854 \|7 nnns
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856	4	0	\|u https://dx.doi.org/10.1007/s10870-006-9177-2 \|z lizenzpflichtig \|3 Volltext
912			\|a GBV_USEFLAG_A
912			\|a SYSFLAG_A
912			\|a GBV_SPRINGER
912			\|a SSG-OLC-PHA
912			\|a SSG-OPC-GGO
912			\|a SSG-OPC-ASE
912			\|a GBV_ILN_11
912			\|a GBV_ILN_20
912			\|a GBV_ILN_22
912			\|a GBV_ILN_23
912			\|a GBV_ILN_24
912			\|a GBV_ILN_31
912			\|a GBV_ILN_32
912			\|a GBV_ILN_39
912			\|a GBV_ILN_40
912			\|a GBV_ILN_60
912			\|a GBV_ILN_62
912			\|a GBV_ILN_63
912			\|a GBV_ILN_69
912			\|a GBV_ILN_70
912			\|a GBV_ILN_73
912			\|a GBV_ILN_74
912			\|a GBV_ILN_90
912			\|a GBV_ILN_95
912			\|a GBV_ILN_100
912			\|a GBV_ILN_101
912			\|a GBV_ILN_105
912			\|a GBV_ILN_110
912			\|a GBV_ILN_120
912			\|a GBV_ILN_138
912			\|a GBV_ILN_150
912			\|a GBV_ILN_151
912			\|a GBV_ILN_152
912			\|a GBV_ILN_161
912			\|a GBV_ILN_170
912			\|a GBV_ILN_171
912			\|a GBV_ILN_187
912			\|a GBV_ILN_213
912			\|a GBV_ILN_224
912			\|a GBV_ILN_230
912			\|a GBV_ILN_250
912			\|a GBV_ILN_281
912			\|a GBV_ILN_285
912			\|a GBV_ILN_293
912			\|a GBV_ILN_370
912			\|a GBV_ILN_602
912			\|a GBV_ILN_636
912			\|a GBV_ILN_702
912			\|a GBV_ILN_2001
912			\|a GBV_ILN_2003
912			\|a GBV_ILN_2004
912			\|a GBV_ILN_2005
912			\|a GBV_ILN_2006
912			\|a GBV_ILN_2007
912			\|a GBV_ILN_2009
912			\|a GBV_ILN_2010
912			\|a GBV_ILN_2011
912			\|a GBV_ILN_2014
912			\|a GBV_ILN_2015
912			\|a GBV_ILN_2020
912			\|a GBV_ILN_2021
912			\|a GBV_ILN_2025
912			\|a GBV_ILN_2026
912			\|a GBV_ILN_2027
912			\|a GBV_ILN_2031
912			\|a GBV_ILN_2034
912			\|a GBV_ILN_2037
912			\|a GBV_ILN_2038
912			\|a GBV_ILN_2039
912			\|a GBV_ILN_2044
912			\|a GBV_ILN_2048
912			\|a GBV_ILN_2049
912			\|a GBV_ILN_2050
912			\|a GBV_ILN_2055
912			\|a GBV_ILN_2057
912			\|a GBV_ILN_2059
912			\|a GBV_ILN_2061
912			\|a GBV_ILN_2064
912			\|a GBV_ILN_2065
912			\|a GBV_ILN_2068
912			\|a GBV_ILN_2070
912			\|a GBV_ILN_2086
912			\|a GBV_ILN_2088
912			\|a GBV_ILN_2093
912			\|a GBV_ILN_2106
912			\|a GBV_ILN_2107
912			\|a GBV_ILN_2108
912			\|a GBV_ILN_2110
912			\|a GBV_ILN_2111
912			\|a GBV_ILN_2112
912			\|a GBV_ILN_2113
912			\|a GBV_ILN_2116
912			\|a GBV_ILN_2118
912			\|a GBV_ILN_2119
912			\|a GBV_ILN_2122
912			\|a GBV_ILN_2129
912			\|a GBV_ILN_2143
912			\|a GBV_ILN_2144
912			\|a GBV_ILN_2147
912			\|a GBV_ILN_2148
912			\|a GBV_ILN_2152
912			\|a GBV_ILN_2153
912			\|a GBV_ILN_2188
912			\|a GBV_ILN_2190
912			\|a GBV_ILN_2232
912			\|a GBV_ILN_2336
912			\|a GBV_ILN_2446
912			\|a GBV_ILN_2470
912			\|a GBV_ILN_2472
912			\|a GBV_ILN_2507
912			\|a GBV_ILN_2522
912			\|a GBV_ILN_2548
912			\|a GBV_ILN_4012
912			\|a GBV_ILN_4035
912			\|a GBV_ILN_4037
912			\|a GBV_ILN_4046
912			\|a GBV_ILN_4112
912			\|a GBV_ILN_4125
912			\|a GBV_ILN_4126
912			\|a GBV_ILN_4242
912			\|a GBV_ILN_4246
912			\|a GBV_ILN_4249
912			\|a GBV_ILN_4251
912			\|a GBV_ILN_4305
912			\|a GBV_ILN_4306
912			\|a GBV_ILN_4307
912			\|a GBV_ILN_4313
912			\|a GBV_ILN_4322
912			\|a GBV_ILN_4323
912			\|a GBV_ILN_4324
912			\|a GBV_ILN_4325
912			\|a GBV_ILN_4326
912			\|a GBV_ILN_4333
912			\|a GBV_ILN_4334
912			\|a GBV_ILN_4335
912			\|a GBV_ILN_4336
912			\|a GBV_ILN_4338
912			\|a GBV_ILN_4393
912			\|a GBV_ILN_4700
936	b	k	\|a 35.25 \|q ASE
936	b	k	\|a 35.90 \|q ASE
936	b	k	\|a 38.31 \|q ASE
936	b	k	\|a 51.00 \|q ASE
951			\|a AR
952			\|d 37 \|j 2007 \|e 3 \|b 25 \|c 01 \|h 165-170

Indexfelder

author_variant	f w h fw fwh i w iw u z uz
matchkey_str	article:15728854:2007----::rsasrcueos125mnhltllufntadst
hierarchy_sort_str	2007
bklnumber	35.25 35.90 38.31 51.00
publishDate	2007
allfields	10.1007/s10870-006-9177-2 doi (DE-627)SPR014202794 (SPR)s10870-006-9177-2-e DE-627 ger DE-627 rakwb eng 540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl Heinemann, Frank W. verfasserin aut Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis. Weber, Immo verfasserin aut Zenneck, Ulrich verfasserin aut Enthalten in Journal of chemical crystallography Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971 37(2007), 3 vom: 25. Jan., Seite 165-170 (DE-627)302467270 (DE-600)1491232-6 1572-8854 nnns volume:37 year:2007 number:3 day:25 month:01 pages:165-170 https://dx.doi.org/10.1007/s10870-006-9177-2 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-GGO SSG-OPC-ASE GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.25 ASE 35.90 ASE 38.31 ASE 51.00 ASE AR 37 2007 3 25 01 165-170
spelling	10.1007/s10870-006-9177-2 doi (DE-627)SPR014202794 (SPR)s10870-006-9177-2-e DE-627 ger DE-627 rakwb eng 540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl Heinemann, Frank W. verfasserin aut Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis. Weber, Immo verfasserin aut Zenneck, Ulrich verfasserin aut Enthalten in Journal of chemical crystallography Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971 37(2007), 3 vom: 25. Jan., Seite 165-170 (DE-627)302467270 (DE-600)1491232-6 1572-8854 nnns volume:37 year:2007 number:3 day:25 month:01 pages:165-170 https://dx.doi.org/10.1007/s10870-006-9177-2 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-GGO SSG-OPC-ASE GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.25 ASE 35.90 ASE 38.31 ASE 51.00 ASE AR 37 2007 3 25 01 165-170
allfields_unstemmed	10.1007/s10870-006-9177-2 doi (DE-627)SPR014202794 (SPR)s10870-006-9177-2-e DE-627 ger DE-627 rakwb eng 540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl Heinemann, Frank W. verfasserin aut Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis. Weber, Immo verfasserin aut Zenneck, Ulrich verfasserin aut Enthalten in Journal of chemical crystallography Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971 37(2007), 3 vom: 25. Jan., Seite 165-170 (DE-627)302467270 (DE-600)1491232-6 1572-8854 nnns volume:37 year:2007 number:3 day:25 month:01 pages:165-170 https://dx.doi.org/10.1007/s10870-006-9177-2 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-GGO SSG-OPC-ASE GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.25 ASE 35.90 ASE 38.31 ASE 51.00 ASE AR 37 2007 3 25 01 165-170
allfieldsGer	10.1007/s10870-006-9177-2 doi (DE-627)SPR014202794 (SPR)s10870-006-9177-2-e DE-627 ger DE-627 rakwb eng 540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl Heinemann, Frank W. verfasserin aut Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis. Weber, Immo verfasserin aut Zenneck, Ulrich verfasserin aut Enthalten in Journal of chemical crystallography Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971 37(2007), 3 vom: 25. Jan., Seite 165-170 (DE-627)302467270 (DE-600)1491232-6 1572-8854 nnns volume:37 year:2007 number:3 day:25 month:01 pages:165-170 https://dx.doi.org/10.1007/s10870-006-9177-2 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-GGO SSG-OPC-ASE GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.25 ASE 35.90 ASE 38.31 ASE 51.00 ASE AR 37 2007 3 25 01 165-170
allfieldsSound	10.1007/s10870-006-9177-2 doi (DE-627)SPR014202794 (SPR)s10870-006-9177-2-e DE-627 ger DE-627 rakwb eng 540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl Heinemann, Frank W. verfasserin aut Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene 2007 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis. Weber, Immo verfasserin aut Zenneck, Ulrich verfasserin aut Enthalten in Journal of chemical crystallography Dordrecht [u.a.] : Springer Science + Business Media B.V, 1971 37(2007), 3 vom: 25. Jan., Seite 165-170 (DE-627)302467270 (DE-600)1491232-6 1572-8854 nnns volume:37 year:2007 number:3 day:25 month:01 pages:165-170 https://dx.doi.org/10.1007/s10870-006-9177-2 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA SSG-OPC-GGO SSG-OPC-ASE GBV_ILN_11 GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_138 GBV_ILN_150 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_171 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_250 GBV_ILN_281 GBV_ILN_285 GBV_ILN_293 GBV_ILN_370 GBV_ILN_602 GBV_ILN_636 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2006 GBV_ILN_2007 GBV_ILN_2009 GBV_ILN_2010 GBV_ILN_2011 GBV_ILN_2014 GBV_ILN_2015 GBV_ILN_2020 GBV_ILN_2021 GBV_ILN_2025 GBV_ILN_2026 GBV_ILN_2027 GBV_ILN_2031 GBV_ILN_2034 GBV_ILN_2037 GBV_ILN_2038 GBV_ILN_2039 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 GBV_ILN_2070 GBV_ILN_2086 GBV_ILN_2088 GBV_ILN_2093 GBV_ILN_2106 GBV_ILN_2107 GBV_ILN_2108 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2113 GBV_ILN_2116 GBV_ILN_2118 GBV_ILN_2119 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2144 GBV_ILN_2147 GBV_ILN_2148 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2188 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2446 GBV_ILN_2470 GBV_ILN_2472 GBV_ILN_2507 GBV_ILN_2522 GBV_ILN_2548 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4046 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4326 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 35.25 ASE 35.90 ASE 38.31 ASE 51.00 ASE AR 37 2007 3 25 01 165-170
language	English
source	Enthalten in Journal of chemical crystallography 37(2007), 3 vom: 25. Jan., Seite 165-170 volume:37 year:2007 number:3 day:25 month:01 pages:165-170
sourceStr	Enthalten in Journal of chemical crystallography 37(2007), 3 vom: 25. Jan., Seite 165-170 volume:37 year:2007 number:3 day:25 month:01 pages:165-170
format_phy_str_mv	Article
institution	findex.gbv.de
dewey-raw	540
isfreeaccess_bool	false
container_title	Journal of chemical crystallography
authorswithroles_txt_mv	Heinemann, Frank W. @@aut@@ Weber, Immo @@aut@@ Zenneck, Ulrich @@aut@@
publishDateDaySort_date	2007-01-25T00:00:00Z
hierarchy_top_id	302467270
dewey-sort	3540
id	SPR014202794
language_de	englisch
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author	Heinemann, Frank W.
spellingShingle	Heinemann, Frank W. ddc 540 bkl 35.25 bkl 35.90 bkl 38.31 bkl 51.00 Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
authorStr	Heinemann, Frank W.
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topic_title	540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
topic	ddc 540 bkl 35.25 bkl 35.90 bkl 38.31 bkl 51.00
topic_unstemmed	ddc 540 bkl 35.25 bkl 35.90 bkl 38.31 bkl 51.00
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title	Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
ctrlnum	(DE-627)SPR014202794 (SPR)s10870-006-9177-2-e
title_full	Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
author_sort	Heinemann, Frank W.
journal	Journal of chemical crystallography
journalStr	Journal of chemical crystallography
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author_browse	Heinemann, Frank W. Weber, Immo Zenneck, Ulrich
container_volume	37
class	540 ASE 35.25 bkl 35.90 bkl 38.31 bkl 51.00 bkl
format_se	Elektronische Aufsätze
author-letter	Heinemann, Frank W.
doi_str_mv	10.1007/s10870-006-9177-2
dewey-full	540
author2-role	verfasserin
title_sort	crystal structures of (−)-(ss, 1r, 2s, 5r)-menthyl p-tolyl sulfinate and (+)-(ss)-[(p-tolyl)sulfinyl]ferrocene
title_auth	Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
abstract	The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis.
abstractGer	The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis.
abstract_unstemmed	The absolute configuration at the chiral sulfurs centers of (−)-(SS, 1R, 2S, 5R)-menthyl-p-tolylsulfinate (1) and (SS)-[(p-tolyl)sulfinyl]ferrocene (2) were determined by single crystal X-ray diffraction with anomalous dispersion effects and the corresponding calculation of Flack’s absolute structure parameters. Both compounds crystallize in the monoclinic crystal system in space group P$ 2_{1} $ (no. 4); chiral sulfinate ester 1: a = 8.2868(6), b = 6.1399(3), c = 16.366(2) Å, β = 91.816(6)°, V = 832.3(2) $ Å^{3} $, Z = 2 and absolute structure parameter −0.03(7); chiral ferrocenyl sulfoxide 2: a = 5.8371(3), b = 15.390(2), c = 16.143(2) Å, β = 97.748(6)°, V = 1436.9(3) $ Å^{3} $, Z = 4 and absolute structure parameter +0.01(1). The trigonal pyramidal geometry at the chiral sulfur atom of 2 is close to expected values while the one of 1 is slightly distorted. With direct determination of the absolute configuration at the chiral sulfur centers an important gap concerning the widely used precursors 1 and 2 for the syntheses of chiral sulfoxides and 1,2-disubstituted planar chiral ferrocenyl ligands is now closed. The latter substance class is playing a key role in enantioselective catalysis.
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container_issue	3
title_short	Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene
url	https://dx.doi.org/10.1007/s10870-006-9177-2
remote_bool	true
author2	Weber, Immo Zenneck, Ulrich
author2Str	Weber, Immo Zenneck, Ulrich
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hochschulschrift_bool	false
doi_str	10.1007/s10870-006-9177-2
up_date	2024-07-04T00:36:29.965Z
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Crystal structures of (−)-(SS, 1R, 2S, 5R)-menthyl p-tolyl sulfinate and (+)-(SS)-[(p-tolyl)sulfinyl]ferrocene

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