Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of

A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) comp...
Ausführliche Beschreibung

Gespeichert in:

Autor*in:	Liu, Xiao-Yu [verfasserIn] Zhang, You-Can [verfasserIn] Huang, Wei [verfasserIn] Jin, Rui [verfasserIn] Chen, Zili [verfasserIn]

Format:	E-Artikel
Sprache:	Englisch

Erschienen:	2023

Schlagwörter:	Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex

Übergeordnetes Werk:	Enthalten in: Journal of organometallic chemistry - New York, NY [u.a.] : Elsevier, 1963, 994
Übergeordnetes Werk:	volume:994

DOI / URN:	10.1016/j.jorganchem.2023.122728

Katalog-ID:	ELV01003580X

Internformat


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100	1		\|a Liu, Xiao-Yu \|e verfasserin \|4 aut
245	1	0	\|a Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of
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520			\|a A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture.
650		4	\|a Mesoionic carbene, 1,2,3-triazolylidene
650		4	\|a Palladium (ii) complex
650		4	\|a Nickel (II) complex
650		4	\|a Ruthenium (II) complex
700	1		\|a Zhang, You-Can \|e verfasserin \|4 aut
700	1		\|a Huang, Wei \|e verfasserin \|4 aut
700	1		\|a Jin, Rui \|e verfasserin \|4 aut
700	1		\|a Chen, Zili \|e verfasserin \|4 aut
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912			\|a GBV_ILN_213
912			\|a GBV_ILN_224
912			\|a GBV_ILN_230
912			\|a GBV_ILN_370
912			\|a GBV_ILN_602
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_2007
912			\|a GBV_ILN_2008
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_2034
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_2056
912			\|a GBV_ILN_2059
912			\|a GBV_ILN_2061
912			\|a GBV_ILN_2064
912			\|a GBV_ILN_2088
912			\|a GBV_ILN_2106
912			\|a GBV_ILN_2110
912			\|a GBV_ILN_2111
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912			\|a GBV_ILN_2122
912			\|a GBV_ILN_2129
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912			\|a GBV_ILN_2507
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912			\|a GBV_ILN_4037
912			\|a GBV_ILN_4112
912			\|a GBV_ILN_4125
912			\|a GBV_ILN_4242
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_4338
912			\|a GBV_ILN_4393
912			\|a GBV_ILN_4700
936	b	k	\|a 35.00 \|j Chemie: Allgemeines \|q VZ
951			\|a AR
952			\|d 994

Indexfelder

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matchkey_str	article:18728561:2023----::yteiotehltdxalcia13rao5ldnpiniadui
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publishDate	2023
allfields	10.1016/j.jorganchem.2023.122728 doi (DE-627)ELV01003580X (ELSEVIER)S0022-328X(23)00116-X DE-627 ger DE-627 rda eng 540 VZ 35.00 bkl Liu, Xiao-Yu verfasserin aut Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of 2023 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture. Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex Zhang, You-Can verfasserin aut Huang, Wei verfasserin aut Jin, Rui verfasserin aut Chen, Zili verfasserin aut Enthalten in Journal of organometallic chemistry New York, NY [u.a.] : Elsevier, 1963 994 Online-Ressource (DE-627)302469990 (DE-600)1491530-3 (DE-576)094950318 1872-8561 nnns volume:994 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 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_150 GBV_ILN_151 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2008 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_2034 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4242 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_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 Chemie: Allgemeines VZ AR 994
spelling	10.1016/j.jorganchem.2023.122728 doi (DE-627)ELV01003580X (ELSEVIER)S0022-328X(23)00116-X DE-627 ger DE-627 rda eng 540 VZ 35.00 bkl Liu, Xiao-Yu verfasserin aut Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of 2023 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture. Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex Zhang, You-Can verfasserin aut Huang, Wei verfasserin aut Jin, Rui verfasserin aut Chen, Zili verfasserin aut Enthalten in Journal of organometallic chemistry New York, NY [u.a.] : Elsevier, 1963 994 Online-Ressource (DE-627)302469990 (DE-600)1491530-3 (DE-576)094950318 1872-8561 nnns volume:994 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 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_150 GBV_ILN_151 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2008 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_2034 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4242 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_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 Chemie: Allgemeines VZ AR 994
allfields_unstemmed	10.1016/j.jorganchem.2023.122728 doi (DE-627)ELV01003580X (ELSEVIER)S0022-328X(23)00116-X DE-627 ger DE-627 rda eng 540 VZ 35.00 bkl Liu, Xiao-Yu verfasserin aut Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of 2023 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture. Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex Zhang, You-Can verfasserin aut Huang, Wei verfasserin aut Jin, Rui verfasserin aut Chen, Zili verfasserin aut Enthalten in Journal of organometallic chemistry New York, NY [u.a.] : Elsevier, 1963 994 Online-Ressource (DE-627)302469990 (DE-600)1491530-3 (DE-576)094950318 1872-8561 nnns volume:994 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 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_150 GBV_ILN_151 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2008 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_2034 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4242 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_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 Chemie: Allgemeines VZ AR 994
allfieldsGer	10.1016/j.jorganchem.2023.122728 doi (DE-627)ELV01003580X (ELSEVIER)S0022-328X(23)00116-X DE-627 ger DE-627 rda eng 540 VZ 35.00 bkl Liu, Xiao-Yu verfasserin aut Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of 2023 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture. Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex Zhang, You-Can verfasserin aut Huang, Wei verfasserin aut Jin, Rui verfasserin aut Chen, Zili verfasserin aut Enthalten in Journal of organometallic chemistry New York, NY [u.a.] : Elsevier, 1963 994 Online-Ressource (DE-627)302469990 (DE-600)1491530-3 (DE-576)094950318 1872-8561 nnns volume:994 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 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_150 GBV_ILN_151 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2008 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_2034 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4242 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_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 Chemie: Allgemeines VZ AR 994
allfieldsSound	10.1016/j.jorganchem.2023.122728 doi (DE-627)ELV01003580X (ELSEVIER)S0022-328X(23)00116-X DE-627 ger DE-627 rda eng 540 VZ 35.00 bkl Liu, Xiao-Yu verfasserin aut Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of 2023 nicht spezifiziert zzz rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture. Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex Zhang, You-Can verfasserin aut Huang, Wei verfasserin aut Jin, Rui verfasserin aut Chen, Zili verfasserin aut Enthalten in Journal of organometallic chemistry New York, NY [u.a.] : Elsevier, 1963 994 Online-Ressource (DE-627)302469990 (DE-600)1491530-3 (DE-576)094950318 1872-8561 nnns volume:994 GBV_USEFLAG_U SYSFLAG_U GBV_ELV SSG-OLC-PHA GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 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_150 GBV_ILN_151 GBV_ILN_187 GBV_ILN_213 GBV_ILN_224 GBV_ILN_230 GBV_ILN_370 GBV_ILN_602 GBV_ILN_702 GBV_ILN_2001 GBV_ILN_2003 GBV_ILN_2004 GBV_ILN_2005 GBV_ILN_2007 GBV_ILN_2008 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_2034 GBV_ILN_2044 GBV_ILN_2048 GBV_ILN_2049 GBV_ILN_2050 GBV_ILN_2055 GBV_ILN_2056 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2088 GBV_ILN_2106 GBV_ILN_2110 GBV_ILN_2111 GBV_ILN_2112 GBV_ILN_2122 GBV_ILN_2129 GBV_ILN_2143 GBV_ILN_2152 GBV_ILN_2153 GBV_ILN_2190 GBV_ILN_2232 GBV_ILN_2336 GBV_ILN_2470 GBV_ILN_2507 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4242 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_4338 GBV_ILN_4393 GBV_ILN_4700 35.00 Chemie: Allgemeines VZ AR 994
language	English
source	Enthalten in Journal of organometallic chemistry 994 volume:994
sourceStr	Enthalten in Journal of organometallic chemistry 994 volume:994
format_phy_str_mv	Article
bklname	Chemie: Allgemeines
institution	findex.gbv.de
topic_facet	Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex
dewey-raw	540
isfreeaccess_bool	false
container_title	Journal of organometallic chemistry
authorswithroles_txt_mv	Liu, Xiao-Yu @@aut@@ Zhang, You-Can @@aut@@ Huang, Wei @@aut@@ Jin, Rui @@aut@@ Chen, Zili @@aut@@
publishDateDaySort_date	2023-01-01T00:00:00Z
hierarchy_top_id	302469990
dewey-sort	3540
id	ELV01003580X
language_de	englisch
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author	Liu, Xiao-Yu
spellingShingle	Liu, Xiao-Yu ddc 540 bkl 35.00 misc Mesoionic carbene, 1,2,3-triazolylidene misc Palladium (ii) complex misc Nickel (II) complex misc Ruthenium (II) complex Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of
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topic_title	540 VZ 35.00 bkl Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of Mesoionic carbene, 1,2,3-triazolylidene Palladium (ii) complex Nickel (II) complex Ruthenium (II) complex
topic	ddc 540 bkl 35.00 misc Mesoionic carbene, 1,2,3-triazolylidene misc Palladium (ii) complex misc Nickel (II) complex misc Ruthenium (II) complex
topic_unstemmed	ddc 540 bkl 35.00 misc Mesoionic carbene, 1,2,3-triazolylidene misc Palladium (ii) complex misc Nickel (II) complex misc Ruthenium (II) complex
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title	Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of
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title_full	Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of
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title_sort	synthesis of the chelated axially chiral 1,2,3-triazol-5-ylidene-pd(ii), ni(ii) and ru(ii) complexes and exploration of
title_auth	Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of
abstract	A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture.
abstractGer	A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture.
abstract_unstemmed	A series of chelated (R)-binaphthyl-2,2-diamine (BINAM) based chiral mesoionic Pd(II), Ni(II) and Ru(II) complexes, including three chelated bis-1,2,3-triazol-5-ylidene Pd(II) complexes, one chelated bis-1,2,3-triazol-5-ylidene Ni(II) complex and one chelated mono-1,2,3-triazol-5-ylidene Ru(II) complex, have been developed through either direct metalation (Ni(II) complex) or silver(I) transmetallation (Pd(II) and Ru(II) complexes) methods. These MIC-Pd(II), Ni(II) and Ru(II) complexes have been fully characterized by NMR, ESI-MS data, in which, the structures of (R)-5a, (R)-7, and (R)-9 have been further determined by X-ray diffraction studies of their single crystals. The catalytic activities of the chiral bis-MIC-Pd(II) complexes were explored in Pd(II)-catalyzed Suzuki–Miyaura coupling reaction, in which, bisaryl coupling products could be synthesized in good to excellent yields from the reactions of various aryl boronic acids with aryl iodides. Asymmetric coupling reaction was also tested, but no enantioselectivity was obtained. Scale–up reaction and mercury poisoning experiment were then performed. The catalytic activity of (R)-5a was partly inhibited by a large excess of elemental mercury, indicating the presence of heterogeneous Pd nanoparticles in the reaction mixture.
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title_short	Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of
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doi_str	10.1016/j.jorganchem.2023.122728
up_date	2024-07-06T16:35:55.680Z
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Synthesis of the chelated axially chiral 1,2,3-Triazol-5-ylidene-Pd(II), Ni(II) and Ru(II) complexes and exploration of

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