Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene
π-Electron compounds that include multiple bonds between silicon atoms have received much attention as novel functional silicon compounds. In the present paper, 1,2-bis(trimethylsilyl)-1,2-disilacyclohexene 1 was successfully synthesized as thermally stable yellow crystals. Disilene 1 was easily con...
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MDPI AG
2018-01-01
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Online Access: | http://www.mdpi.com/2304-6740/6/1/21 |
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author | Naohiko Akasaka Kaho Tanaka Shintaro Ishida Takeaki Iwamoto |
author_facet | Naohiko Akasaka Kaho Tanaka Shintaro Ishida Takeaki Iwamoto |
author_sort | Naohiko Akasaka |
collection | DOAJ |
description | π-Electron compounds that include multiple bonds between silicon atoms have received much attention as novel functional silicon compounds. In the present paper, 1,2-bis(trimethylsilyl)-1,2-disilacyclohexene 1 was successfully synthesized as thermally stable yellow crystals. Disilene 1 was easily converted to the corresponding potassium disilenide 4, which furnished novel functionalized disilenes after the subsequent addition of an electrophile. Interestingly, two trimethylsilyl groups in 1 can be stepwise converted to anthryl groups. The novel disilenes derived from 1 were characterized by a combination of nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), elemental analyses, and X-ray single crystal diffraction analysis. The present study demonstrates that disilene 1 can serve as a unit of cis-1,2-dialkyldisilene. |
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institution | Directory Open Access Journal |
issn | 2304-6740 |
language | English |
last_indexed | 2024-12-21T13:30:07Z |
publishDate | 2018-01-01 |
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spelling | doaj.art-8c644164ee784dfbb00a00d6a87349a02022-12-21T19:02:20ZengMDPI AGInorganics2304-67402018-01-01612110.3390/inorganics6010021inorganics6010021Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-DialkyldisileneNaohiko Akasaka0Kaho Tanaka1Shintaro Ishida2Takeaki Iwamoto3Department of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, JapanDepartment of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, JapanDepartment of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, JapanDepartment of Chemistry, Graduate School of Science, Tohoku University, Aoba-ku, Sendai 980-8578, Japanπ-Electron compounds that include multiple bonds between silicon atoms have received much attention as novel functional silicon compounds. In the present paper, 1,2-bis(trimethylsilyl)-1,2-disilacyclohexene 1 was successfully synthesized as thermally stable yellow crystals. Disilene 1 was easily converted to the corresponding potassium disilenide 4, which furnished novel functionalized disilenes after the subsequent addition of an electrophile. Interestingly, two trimethylsilyl groups in 1 can be stepwise converted to anthryl groups. The novel disilenes derived from 1 were characterized by a combination of nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), elemental analyses, and X-ray single crystal diffraction analysis. The present study demonstrates that disilene 1 can serve as a unit of cis-1,2-dialkyldisilene.http://www.mdpi.com/2304-6740/6/1/21disilenefunctionalizationπ-electron systems |
spellingShingle | Naohiko Akasaka Kaho Tanaka Shintaro Ishida Takeaki Iwamoto Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene Inorganics disilene functionalization π-electron systems |
title | Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene |
title_full | Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene |
title_fullStr | Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene |
title_full_unstemmed | Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene |
title_short | Synthesis and Functionalization of a 1,2-Bis(trimethylsilyl)-1,2-disilacyclohexene That Can Serve as a Unit of cis-1,2-Dialkyldisilene |
title_sort | synthesis and functionalization of a 1 2 bis trimethylsilyl 1 2 disilacyclohexene that can serve as a unit of cis 1 2 dialkyldisilene |
topic | disilene functionalization π-electron systems |
url | http://www.mdpi.com/2304-6740/6/1/21 |
work_keys_str_mv | AT naohikoakasaka synthesisandfunctionalizationofa12bistrimethylsilyl12disilacyclohexenethatcanserveasaunitofcis12dialkyldisilene AT kahotanaka synthesisandfunctionalizationofa12bistrimethylsilyl12disilacyclohexenethatcanserveasaunitofcis12dialkyldisilene AT shintaroishida synthesisandfunctionalizationofa12bistrimethylsilyl12disilacyclohexenethatcanserveasaunitofcis12dialkyldisilene AT takeakiiwamoto synthesisandfunctionalizationofa12bistrimethylsilyl12disilacyclohexenethatcanserveasaunitofcis12dialkyldisilene |