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Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+)
The previously unknown silole dianion [SiC(4)Et(4)](2−)•2[Li](+) (3) was prepared by the sonication of 1,1-dichloro-2,3,4,5-tetraethyl-1-silacyclopentadiene [Cl(2)SiC(4)Et(4), 2] with more than four equivalent of lithium in THF. (1)H-, (13)C-, and (29)Si-NMR data of 3 are compared with those of the...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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MDPI
2011
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264215/ https://www.ncbi.nlm.nih.gov/pubmed/21926948 http://dx.doi.org/10.3390/molecules16098033 |
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author | Hong, Jang-Hwan |
author_facet | Hong, Jang-Hwan |
author_sort | Hong, Jang-Hwan |
collection | PubMed |
description | The previously unknown silole dianion [SiC(4)Et(4)](2−)•2[Li](+) (3) was prepared by the sonication of 1,1-dichloro-2,3,4,5-tetraethyl-1-silacyclopentadiene [Cl(2)SiC(4)Et(4), 2] with more than four equivalent of lithium in THF. (1)H-, (13)C-, and (29)Si-NMR data of 3 are compared with those of the reported silole dianion [SiC(4)Ph(4)](2−). Trapping of 3 with trimethylchlorosilane gave 1,1-bis(trimethylsilyl)-2,3,4,5-tetraethyl-1-silacyclopentadiene [(Me(3)Si)(2)SiC(4)Et(4), 4] in high yield. The silole of 2 was synthesized in high yield in three steps by a modified procedure using Cp(2)ZrCl(2) via Cp(2)ZrC(4)Et(4) and 1,4-dibromo-1,2,3,4-tetraethyl-1,3-butadiene. |
format | Online Article Text |
id | pubmed-6264215 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62642152018-12-10 Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) Hong, Jang-Hwan Molecules Communication The previously unknown silole dianion [SiC(4)Et(4)](2−)•2[Li](+) (3) was prepared by the sonication of 1,1-dichloro-2,3,4,5-tetraethyl-1-silacyclopentadiene [Cl(2)SiC(4)Et(4), 2] with more than four equivalent of lithium in THF. (1)H-, (13)C-, and (29)Si-NMR data of 3 are compared with those of the reported silole dianion [SiC(4)Ph(4)](2−). Trapping of 3 with trimethylchlorosilane gave 1,1-bis(trimethylsilyl)-2,3,4,5-tetraethyl-1-silacyclopentadiene [(Me(3)Si)(2)SiC(4)Et(4), 4] in high yield. The silole of 2 was synthesized in high yield in three steps by a modified procedure using Cp(2)ZrCl(2) via Cp(2)ZrC(4)Et(4) and 1,4-dibromo-1,2,3,4-tetraethyl-1,3-butadiene. MDPI 2011-09-16 /pmc/articles/PMC6264215/ /pubmed/21926948 http://dx.doi.org/10.3390/molecules16098033 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Communication Hong, Jang-Hwan Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) |
title | Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) |
title_full | Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) |
title_fullStr | Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) |
title_full_unstemmed | Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) |
title_short | Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC(4)Et(4)](2−)•2[Li](+) |
title_sort | synthesis and nmr-study of the 2,3,4,5-tetraethylsilole dianion [sic(4)et(4)](2−)•2[li](+) |
topic | Communication |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264215/ https://www.ncbi.nlm.nih.gov/pubmed/21926948 http://dx.doi.org/10.3390/molecules16098033 |
work_keys_str_mv | AT hongjanghwan synthesisandnmrstudyofthe2345tetraethylsiloledianionsic4et422li |