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Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate
The title compound, a triarylmethanol, C(46)H(64)OS(12)Si(3) 1, was synthesized via lithiation of tris-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl-methanol, 2, and electrophilic quenching with trimethylsilyl chloride. The current crystal structure reveals information about t...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946984/ https://www.ncbi.nlm.nih.gov/pubmed/29765762 http://dx.doi.org/10.1107/S2056989018004516 |
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author | Fleck, Nico Schnakenburg, Gregor Filippou, Alexander C. Schiemann, Olav |
author_facet | Fleck, Nico Schnakenburg, Gregor Filippou, Alexander C. Schiemann, Olav |
author_sort | Fleck, Nico |
collection | PubMed |
description | The title compound, a triarylmethanol, C(46)H(64)OS(12)Si(3) 1, was synthesized via lithiation of tris-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl-methanol, 2, and electrophilic quenching with trimethylsilyl chloride. The current crystal structure reveals information about the reactivity of this compound and compares well with the structure reported for the unsubstituted parent compound 2 [Driesschaert et al. (2012 ▸). Eur. J. Org. Chem. 33, 6517–6525]. The title compound 1 forms molecular propellers and crystallizes in P [Image: see text], featuring an unusually long Si—C(ar) bond of 1.910 (3) Å. Moreover, the geometry at the central quaternary carbon is rather trigonal-pyramidal than tetrahedral due to vast intramolecular stress. One trimethylsilyl group is disordered over two positions in a 0.504 (4):0.496 (4) ratio and one S atom is disordered over two positions in a 0.509 (7):0.491 (7) ratio. The contribution of disordered diethyl ether solvent molecule(s) was removed using the PLATON SQUEEZE (Spek, 2015 ▸) solvent masking procedure. These solvent molecules are not considered in the given chemical formula and other crystal data. |
format | Online Article Text |
id | pubmed-5946984 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59469842018-05-15 Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate Fleck, Nico Schnakenburg, Gregor Filippou, Alexander C. Schiemann, Olav Acta Crystallogr E Crystallogr Commun Research Communications The title compound, a triarylmethanol, C(46)H(64)OS(12)Si(3) 1, was synthesized via lithiation of tris-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d′]bis[1,3]dithiol-4-yl-methanol, 2, and electrophilic quenching with trimethylsilyl chloride. The current crystal structure reveals information about the reactivity of this compound and compares well with the structure reported for the unsubstituted parent compound 2 [Driesschaert et al. (2012 ▸). Eur. J. Org. Chem. 33, 6517–6525]. The title compound 1 forms molecular propellers and crystallizes in P [Image: see text], featuring an unusually long Si—C(ar) bond of 1.910 (3) Å. Moreover, the geometry at the central quaternary carbon is rather trigonal-pyramidal than tetrahedral due to vast intramolecular stress. One trimethylsilyl group is disordered over two positions in a 0.504 (4):0.496 (4) ratio and one S atom is disordered over two positions in a 0.509 (7):0.491 (7) ratio. The contribution of disordered diethyl ether solvent molecule(s) was removed using the PLATON SQUEEZE (Spek, 2015 ▸) solvent masking procedure. These solvent molecules are not considered in the given chemical formula and other crystal data. International Union of Crystallography 2018-03-23 /pmc/articles/PMC5946984/ /pubmed/29765762 http://dx.doi.org/10.1107/S2056989018004516 Text en © Fleck et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/ |
spellingShingle | Research Communications Fleck, Nico Schnakenburg, Gregor Filippou, Alexander C. Schiemann, Olav Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
title | Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
title_full | Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
title_fullStr | Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
title_full_unstemmed | Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
title_short | Tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
title_sort | tris[2,2,6,6-tetramethyl-8-(trimethylsilyl)benzo[1,2-d;4,5-d′]bis(1,3-dithiol)-4-yl]methanol diethyl ether monosolvate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946984/ https://www.ncbi.nlm.nih.gov/pubmed/29765762 http://dx.doi.org/10.1107/S2056989018004516 |
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