Molecular structures and charge-transfer complexes of cis-dibenzo[c,h]-1,6-disilabicyclo[4.4.0]deca-3,8-dienes and bi(benzo[c]silacyclopent-3-ene-1-yl)s

Soichiro Kyushin, Masanobu Ikarugi, Satoshi Tsunakawa, Yukiko Izumi, Michihiro Miyake, Mitsuo Sato, Hideyuki Matsumoto, Midori Goto

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Abstract

The reaction of the di-Grignard reagent of α,α′-dichloro-o-xylene with Cl2RSiSiRCl2(R iPr and Me) produced cis-dibenzo[c,h-1,6-dialkyl-1,6-disilabicyclo[4.4.O]deca-3,8-diene (1) and bi(benzo[c]-1-alkylsilacyclopent-3-ene-1-yl) (2). The structures of 1a (R iPr) and 2a (R iPr) were determined by X-ray crystallography. Crystal data for 1a: orthorhombic, Pbca, a = 14.816(1), b = 16.263(1), c = 17.257(1) Å, V = 4158.1(3) Å3, Z = 8, R = 0.040, Rw = 0.050 for 2008 reflections. Crystal data for 2a: triclinic, P1, a = 8.179(2), b = 10.389(3), c = 6.605(2) Å, α = 100.39(2)°, β = 98.29(2), γ = 106.75(2)°, V = 517.0(3) Å3, Z = 1, R = 0.042, Rw = 0.051 for 1167 reflections. Compounds 1 and 2 have relatively low oxidation potentials (1.24-1.59 V vs. SCE, in acetonitrile) and form charge-transfer complexes with tetracyanoethylene (TCNE). In the case of 2a, the charge-transfer complex was isolated as red crystals and the structure was determined by X-ray crystallography. Crystal data for the 2a-TCNE complex: triclinic, P1, a = 6.8399(8), b = 8.2836(6), c = 12.868(1) Å, α = 84.142(6)°, β = 88.737(6)°, γ = 66.801(8)°, V = 666.5(1) Å3, Z = 1, R = 0.038, Rw = 0.042 for 1554 reflections.

Original languageEnglish
Pages (from-to)19-27
Number of pages9
JournalJournal of Organometallic Chemistry
Volume473
Issue number1-2
DOIs
Publication statusPublished - Jun 28 1994

Keywords

  • Charge transfer
  • Silicon

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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