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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...

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Detalles Bibliográficos
Autores principales: Fleck, Nico, Schnakenburg, Gregor, Filippou, Alexander C., Schiemann, Olav
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
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.
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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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