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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Main Authors: Naohiko Akasaka, Kaho Tanaka, Shintaro Ishida, Takeaki Iwamoto
Format: Article
Language:English
Published: MDPI AG 2018-01-01
Series:Inorganics
Subjects:
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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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
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