1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole

The title compound, C(12)H(18)N(4)O(2)SSi, was synthesized to be employed in a Julia–Kocieński olefination. In the mol­ecule, the dihedral angle between the phenyl ring and the tetra­zole ring is 41.50 (5)°. The significantly longer Si—C(methyl­ene) bond [1.8786 (13) Å] and the shortened adjacent C—...

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Autores principales: Tymann, David, Nelson, Björn, Strohmann, Carsten, Preut, Hans, Hiersemann, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200698/
https://www.ncbi.nlm.nih.gov/pubmed/22058975
http://dx.doi.org/10.1107/S1600536811030492
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author Tymann, David
Nelson, Björn
Strohmann, Carsten
Preut, Hans
Hiersemann, Martin
author_facet Tymann, David
Nelson, Björn
Strohmann, Carsten
Preut, Hans
Hiersemann, Martin
author_sort Tymann, David
collection PubMed
description The title compound, C(12)H(18)N(4)O(2)SSi, was synthesized to be employed in a Julia–Kocieński olefination. In the mol­ecule, the dihedral angle between the phenyl ring and the tetra­zole ring is 41.50 (5)°. The significantly longer Si—C(methyl­ene) bond [1.8786 (13) Å] and the shortened adjacent C—C bond [1.5172 (18) Å], as well as the significant deviation of the corresponding Si—C—C angle [114.16 (9)°] from the ideal tetra­hedral angle, can be attributed to the β-effect of silicon. In the crystal, mol­ecules are held together by van der Waals inter­actions.
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spelling pubmed-32006982011-11-06 1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole Tymann, David Nelson, Björn Strohmann, Carsten Preut, Hans Hiersemann, Martin Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(12)H(18)N(4)O(2)SSi, was synthesized to be employed in a Julia–Kocieński olefination. In the mol­ecule, the dihedral angle between the phenyl ring and the tetra­zole ring is 41.50 (5)°. The significantly longer Si—C(methyl­ene) bond [1.8786 (13) Å] and the shortened adjacent C—C bond [1.5172 (18) Å], as well as the significant deviation of the corresponding Si—C—C angle [114.16 (9)°] from the ideal tetra­hedral angle, can be attributed to the β-effect of silicon. In the crystal, mol­ecules are held together by van der Waals inter­actions. International Union of Crystallography 2011-08-17 /pmc/articles/PMC3200698/ /pubmed/22058975 http://dx.doi.org/10.1107/S1600536811030492 Text en © Tymann et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Tymann, David
Nelson, Björn
Strohmann, Carsten
Preut, Hans
Hiersemann, Martin
1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole
title 1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole
title_full 1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole
title_fullStr 1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole
title_full_unstemmed 1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole
title_short 1-Phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1H-tetra­zole
title_sort 1-phenyl-5-{[2-(trimethyl­sil­yl)eth­yl]sulfon­yl}-1h-tetra­zole
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200698/
https://www.ncbi.nlm.nih.gov/pubmed/22058975
http://dx.doi.org/10.1107/S1600536811030492
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