STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION
Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Frantsuzova, L. V. [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2022 |
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| Schlagwörter: |
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| Anmerkung: |
© Pleiades Publishing, Ltd. 2022 |
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| Übergeordnetes Werk: |
Enthalten in: Journal of structural chemistry - New York, NY [u.a.] : Consultants Bureau, 1960, 63(2022), 12 vom: Dez., Seite 1913-1922 |
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| Übergeordnetes Werk: |
volume:63 ; year:2022 ; number:12 ; month:12 ; pages:1913-1922 |
| Links: |
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| DOI / URN: |
10.1134/S0022476622120010 |
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| Katalog-ID: |
SPR051268973 |
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| 100 | 1 | |a Frantsuzova, L. V. |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION |
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| 520 | |a Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. | ||
| 650 | 4 | |a stereochemistry |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a chirality |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a dimers |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a luminophores. |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Gerasimova, D. P. |4 aut | |
| 700 | 1 | |a Lodochnikova, O. A. |4 aut | |
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| 856 | 4 | 0 | |u https://dx.doi.org/10.1134/S0022476622120010 |z lizenzpflichtig |3 Volltext |
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10.1134/S0022476622120010 doi (DE-627)SPR051268973 (SPR)S0022476622120010-e DE-627 ger DE-627 rakwb eng Frantsuzova, L. V. verfasserin aut STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Pleiades Publishing, Ltd. 2022 Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. stereochemistry (dpeaa)DE-He213 chirality (dpeaa)DE-He213 dimers (dpeaa)DE-He213 luminophores. (dpeaa)DE-He213 Gerasimova, D. P. aut Lodochnikova, O. A. aut Enthalten in Journal of structural chemistry New York, NY [u.a.] : Consultants Bureau, 1960 63(2022), 12 vom: Dez., Seite 1913-1922 (DE-627)325573530 (DE-600)2037691-1 1573-8779 nnns volume:63 year:2022 number:12 month:12 pages:1913-1922 https://dx.doi.org/10.1134/S0022476622120010 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER 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_206 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_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_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_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 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_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_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_4328 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 63 2022 12 12 1913-1922 |
| spelling |
10.1134/S0022476622120010 doi (DE-627)SPR051268973 (SPR)S0022476622120010-e DE-627 ger DE-627 rakwb eng Frantsuzova, L. V. verfasserin aut STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Pleiades Publishing, Ltd. 2022 Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. stereochemistry (dpeaa)DE-He213 chirality (dpeaa)DE-He213 dimers (dpeaa)DE-He213 luminophores. (dpeaa)DE-He213 Gerasimova, D. P. aut Lodochnikova, O. A. aut Enthalten in Journal of structural chemistry New York, NY [u.a.] : Consultants Bureau, 1960 63(2022), 12 vom: Dez., Seite 1913-1922 (DE-627)325573530 (DE-600)2037691-1 1573-8779 nnns volume:63 year:2022 number:12 month:12 pages:1913-1922 https://dx.doi.org/10.1134/S0022476622120010 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER 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_206 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_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_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_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 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_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_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_4328 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 63 2022 12 12 1913-1922 |
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10.1134/S0022476622120010 doi (DE-627)SPR051268973 (SPR)S0022476622120010-e DE-627 ger DE-627 rakwb eng Frantsuzova, L. V. verfasserin aut STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Pleiades Publishing, Ltd. 2022 Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. stereochemistry (dpeaa)DE-He213 chirality (dpeaa)DE-He213 dimers (dpeaa)DE-He213 luminophores. (dpeaa)DE-He213 Gerasimova, D. P. aut Lodochnikova, O. A. aut Enthalten in Journal of structural chemistry New York, NY [u.a.] : Consultants Bureau, 1960 63(2022), 12 vom: Dez., Seite 1913-1922 (DE-627)325573530 (DE-600)2037691-1 1573-8779 nnns volume:63 year:2022 number:12 month:12 pages:1913-1922 https://dx.doi.org/10.1134/S0022476622120010 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER 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_206 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_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_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_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 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_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_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_4328 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 63 2022 12 12 1913-1922 |
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10.1134/S0022476622120010 doi (DE-627)SPR051268973 (SPR)S0022476622120010-e DE-627 ger DE-627 rakwb eng Frantsuzova, L. V. verfasserin aut STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Pleiades Publishing, Ltd. 2022 Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. stereochemistry (dpeaa)DE-He213 chirality (dpeaa)DE-He213 dimers (dpeaa)DE-He213 luminophores. (dpeaa)DE-He213 Gerasimova, D. P. aut Lodochnikova, O. A. aut Enthalten in Journal of structural chemistry New York, NY [u.a.] : Consultants Bureau, 1960 63(2022), 12 vom: Dez., Seite 1913-1922 (DE-627)325573530 (DE-600)2037691-1 1573-8779 nnns volume:63 year:2022 number:12 month:12 pages:1913-1922 https://dx.doi.org/10.1134/S0022476622120010 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER 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_206 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_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_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_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 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_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_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_4328 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 63 2022 12 12 1913-1922 |
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10.1134/S0022476622120010 doi (DE-627)SPR051268973 (SPR)S0022476622120010-e DE-627 ger DE-627 rakwb eng Frantsuzova, L. V. verfasserin aut STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION 2022 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier © Pleiades Publishing, Ltd. 2022 Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. stereochemistry (dpeaa)DE-He213 chirality (dpeaa)DE-He213 dimers (dpeaa)DE-He213 luminophores. (dpeaa)DE-He213 Gerasimova, D. P. aut Lodochnikova, O. A. aut Enthalten in Journal of structural chemistry New York, NY [u.a.] : Consultants Bureau, 1960 63(2022), 12 vom: Dez., Seite 1913-1922 (DE-627)325573530 (DE-600)2037691-1 1573-8779 nnns volume:63 year:2022 number:12 month:12 pages:1913-1922 https://dx.doi.org/10.1134/S0022476622120010 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER 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_206 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_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_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_2056 GBV_ILN_2057 GBV_ILN_2059 GBV_ILN_2061 GBV_ILN_2064 GBV_ILN_2065 GBV_ILN_2068 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_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_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_4328 GBV_ILN_4333 GBV_ILN_4334 GBV_ILN_4335 GBV_ILN_4336 GBV_ILN_4338 GBV_ILN_4393 GBV_ILN_4700 AR 63 2022 12 12 1913-1922 |
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Enthalten in Journal of structural chemistry 63(2022), 12 vom: Dez., Seite 1913-1922 volume:63 year:2022 number:12 month:12 pages:1913-1922 |
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Frantsuzova, L. V. @@aut@@ Gerasimova, D. P. @@aut@@ Lodochnikova, O. A. @@aut@@ |
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Frantsuzova, L. V. |
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Frantsuzova, L. V. misc stereochemistry misc chirality misc dimers misc luminophores. STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION |
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STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION stereochemistry (dpeaa)DE-He213 chirality (dpeaa)DE-He213 dimers (dpeaa)DE-He213 luminophores. (dpeaa)DE-He213 |
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misc stereochemistry misc chirality misc dimers misc luminophores. |
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STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION |
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STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION |
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Frantsuzova, L. V. Gerasimova, D. P. Lodochnikova, O. A. |
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Frantsuzova, L. V. |
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10.1134/S0022476622120010 |
| title_sort |
stereochemical features of reproducing a stable dimeric motif in the crystals of bodipy derivatives in transitioning from an achiral to a chiral substitute in meso-position |
| title_auth |
STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION |
| abstract |
Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. © Pleiades Publishing, Ltd. 2022 |
| abstractGer |
Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. © Pleiades Publishing, Ltd. 2022 |
| abstract_unstemmed |
Abstract The paper considers supramolecular organization of molecules in the crystals of two luminophores, derivatives of the family of fluorinated boron-dipyrromethene complexes (BODIPY) differing by the substituent in the meso-position of the indacene core. It is shown that a stable dimeric motif is transferred from the racemic crystal to the chiral one to form two supramolecular diastereomers in the latter case. Quantum chemical DFT calculations along with the topological analysis of the calculated electron density reveal that C–H⋯F interactions play a leading role in the formation of these dimers; a presence of weaker intradimer interactions C–H⋯π, C–H⋯O, and π⋯π is demonstrated. © Pleiades Publishing, Ltd. 2022 |
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STEREOCHEMICAL FEATURES OF REPRODUCING A STABLE DIMERIC MOTIF IN THE CRYSTALS OF BODIPY DERIVATIVES IN TRANSITIONING FROM AN ACHIRAL TO A CHIRAL SUBSTITUTE IN MESO-POSITION |
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2024-07-03T20:49:17.904Z |
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