1,1-Vinylboration and 1,1-Ethylboration of Di(alkyn-1-yl)silanes: Synthesis of New Siloles

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Title:1,1-Vinylboration and 1,1-Ethylboration of Di(alkyn-1-yl)silanes: Synthesis of New Siloles
Creators:
Wrackmeyer, Bernd
Tok, Oleg L.
Bhatti, Moazzam H.
Ali, Saqib
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 67, 6, pp. 822-830
Uncontrolled Keywords:Boranes, Siloles, Multinuclear NMR spectroscopy, Organoboration, Silanes, Alkynes

Abstract

Triethylborane (<strong>1</strong>) or trivinylborane (<strong>2</strong>) reacts with di(alkyn-1-yl)methylsilanes, MeSiH(C≡C-R)<sub>2</sub> <strong>3</strong> [R = Bu (<strong>a</strong>), <i>t</i>-Bu (<strong>b</strong>), SiMe<sub>3</sub> (<strong>c</strong>)], to give the novel chiral 1-silacyclopenta-2,4-dienes (siloles) <strong>4a</strong>-<strong>4c</strong> or <strong>5a</strong>-<strong>5c</strong>, respectively, by twofold 1,1-organoboration. Similarly, di(alkyn-1-yl)dimethylsilane Me<sub>2</sub>Si(C≡C-<i>t</i>-Bu)<sub>2</sub> <strong>3d</strong> reacts with <strong>2</strong> to give the silole <strong>5d</strong>. These are the first applications of <strong>2</strong> in 1,1-organoboration reactions. All products are characterized by multinuclear magnetic resonance (<sup>1</sup>H, <sup>11</sup>B, <sup>13</sup>C, <sup>29</sup>Si NMR). <p>

Title:1,1-Vinylboration and 1,1-Ethylboration of Di(alkyn-1-yl)silanes: Synthesis of New Siloles
Creators:
Wrackmeyer, Bernd
Tok, Oleg L.
Bhatti, Moazzam H.
Ali, Saqib
Uncontrolled Keywords:Boranes, Siloles, Multinuclear NMR spectroscopy, Organoboration, Silanes, Alkynes
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:67
Number:6
Page Range:pp. 822-830
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20020822UNSPECIFIED
ID Code:1958
Item Type:Article
Deposited On:06 Feb 2009 17:14
Last Modified:06 Feb 2009 16:14

Citation

Wrackmeyer, Bernd; Tok, Oleg L.; Bhatti, Moazzam H.; Ali, Saqib (2002) 1,1-Vinylboration and 1,1-Ethylboration of Di(alkyn-1-yl)silanes: Synthesis of New Siloles. Collection of Czechoslovak Chemical Communications, 67 (6). pp. 822-830. ISSN 0010-0765

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