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Journal

2012 | 10 | 5 | 1633-1639

Article title

Synthesis, NMR characterization and reactivity of 1-silacyclohex-2-ene derivatives

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Languages of publication

EN

Abstracts

EN
The chloro functionality of allyldichlorosilane (HSiCl2(C3H5)) and allyldichloromethylsilane (MeSiCl2(C3H5)) were replaced by alkynyl groups and new compounds, allyldialkynylsilane 1 and allyldialkynylmethylsilane 2, were obtained. These silanes, which served as starting materials for the onward reactions, were purified by fractional distillation. They were further subjected to hydroboration with 9-BBN (9-borabicyclo[3.3.1]nonane) and were converted into 1-silacyclohex-2-ene derivatives 5 and 6. The competition between C≡C and C=C in the reaction was studied. The hydroborating reagent 9-BBN was expected to prefer terminal C=C bonds and to leave C≡C bond untouched. This hypothesis of preferable hydroboration was experimentally proved, and hence, 1-silacyclohex-2-ene derivatives were obtained in reasonably pure form. The reaction of allyldialkynylsilane 2 with one equivalent of 9-BBN affords 1-silacyclohex-2-ene bearing Si-C≡C-function, ready to be hydroborated further with one equivalent of 9-BBN. The obtained compound bears two C-B bonds, which are attractive synthones for further transformations. This study aims to highlight the chemistry of C-B and Si-H functional groups. All new compounds obtained were colorless air and moisture sensitive oils, and they were studied by multinuclear magnetic resonance spectroscopy (1H, 13C, 11B, 29Si NMR) in solution. [...]

Publisher

Journal

Year

Volume

10

Issue

5

Pages

1633-1639

Physical description

Dates

published
1 - 10 - 2012
online
21 - 7 - 2012

Contributors

author
  • Department of Chemistry, University of Malakand, Chakdara, Dir(Lower), Khyber Pakhtunkhwa, 18550, Pakistan
  • Inorganic Chemistry II, University of Bayreuth, D-95440, Bayreuth, Germany

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Document Type

Publication order reference

Identifiers

YADDA identifier

bwmeta1.element.-psjd-doi-10_2478_s11532-012-0079-1
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