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Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol

The sterically hindered silicon compound 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane, C(33)H(30)Si (I), was prepared via the reaction of two equivalents of di­phenyl­methyl­lithium (benzhydryllithium) and di­chloro­methyl­phenyl­silane. This bis­benzhydryl-substituted silicon compound was then re...

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Autores principales: Williams, Alexandra, Brown, Michelle, Staples, Richard J., Biros, Shannon M., Winchester, William R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727049/
https://www.ncbi.nlm.nih.gov/pubmed/31523462
http://dx.doi.org/10.1107/S2056989019011265
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author Williams, Alexandra
Brown, Michelle
Staples, Richard J.
Biros, Shannon M.
Winchester, William R.
author_facet Williams, Alexandra
Brown, Michelle
Staples, Richard J.
Biros, Shannon M.
Winchester, William R.
author_sort Williams, Alexandra
collection PubMed
description The sterically hindered silicon compound 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane, C(33)H(30)Si (I), was prepared via the reaction of two equivalents of di­phenyl­methyl­lithium (benzhydryllithium) and di­chloro­methyl­phenyl­silane. This bis­benzhydryl-substituted silicon compound was then reacted with tri­fluoro­methane­sulfonic acid, followed by hydrolysis with water to give the silanol 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol, C(27)H(26)OSi (II). Key geometric features for I are the Si—C bond lengths that range from 1.867 (2) to 1.914 (2) Å and a τ(4) descriptor for fourfold coordination around the Si atom of 0.97 (indicating a nearly perfect tetra­hedron). Key geometric features for compound II include Si—C bond lengths that range from 1.835 (4) to 1.905 (3) Å, a Si—O bond length of 1.665 (3) Å, and a τ(4) descriptor for fourfold coordination around the Si atom of 0.96. In compound II, there is an intra­molecular C—H⋯O hydrogen bond present. In the crystal of I, mol­ecules are linked by two pairs of C—H⋯π inter­actions, forming dimers that are linked into ribbons propagating along the b-axis direction. In the crystal of II, mol­ecules are linked by C—H⋯π and O—H⋯π inter­actions that result in the formation of ribbons that run along the a-axis direction.
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spelling pubmed-67270492019-09-13 Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol Williams, Alexandra Brown, Michelle Staples, Richard J. Biros, Shannon M. Winchester, William R. Acta Crystallogr E Crystallogr Commun Research Communications The sterically hindered silicon compound 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane, C(33)H(30)Si (I), was prepared via the reaction of two equivalents of di­phenyl­methyl­lithium (benzhydryllithium) and di­chloro­methyl­phenyl­silane. This bis­benzhydryl-substituted silicon compound was then reacted with tri­fluoro­methane­sulfonic acid, followed by hydrolysis with water to give the silanol 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol, C(27)H(26)OSi (II). Key geometric features for I are the Si—C bond lengths that range from 1.867 (2) to 1.914 (2) Å and a τ(4) descriptor for fourfold coordination around the Si atom of 0.97 (indicating a nearly perfect tetra­hedron). Key geometric features for compound II include Si—C bond lengths that range from 1.835 (4) to 1.905 (3) Å, a Si—O bond length of 1.665 (3) Å, and a τ(4) descriptor for fourfold coordination around the Si atom of 0.96. In compound II, there is an intra­molecular C—H⋯O hydrogen bond present. In the crystal of I, mol­ecules are linked by two pairs of C—H⋯π inter­actions, forming dimers that are linked into ribbons propagating along the b-axis direction. In the crystal of II, mol­ecules are linked by C—H⋯π and O—H⋯π inter­actions that result in the formation of ribbons that run along the a-axis direction. International Union of Crystallography 2019-08-23 /pmc/articles/PMC6727049/ /pubmed/31523462 http://dx.doi.org/10.1107/S2056989019011265 Text en © Williams et al. 2019 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Williams, Alexandra
Brown, Michelle
Staples, Richard J.
Biros, Shannon M.
Winchester, William R.
Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
title Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
title_full Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
title_fullStr Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
title_full_unstemmed Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
title_short Syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
title_sort syntheses and crystal structures of 2-methyl-1,1,2,3,3-penta­phenyl-2-sila­propane and 2-methyl-1,1,3,3-tetra­phenyl-2-silapropan-2-ol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727049/
https://www.ncbi.nlm.nih.gov/pubmed/31523462
http://dx.doi.org/10.1107/S2056989019011265
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