Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs

Richard S. Glass, Eric Block, Nadine E. Gruhn, Jin Jin, Edward Lorance, Uzma I. Zakai, Shao Zhong Zhang

Research output: Contribution to journalArticlepeer-review

11 Scopus citations


(Figure Presented) The ability of neighboring C-Si, C-Sn, and Si-Si groups in conformationally constrained cyclic molecules to reduce the lowest ionization energies of sulfur, selenium, and tellurium compounds has been determined by charge-transfer spectroscopy of complexes with tetracyanoethylene. For selected compounds, ionization energies were determined by gas-phase photoelectron spectroscopy. The lowest ionization energies measured by photoelectron spectroscopy, with one exception, correlate with the charge-transfer spectroscopic data. In addition, theoretical analysis has provided insight into the photoelectron spectra and the geometry-dependent interaction between C-Si or C-Sn bonds and chalcogen lone pairs. Substantial lowering of ionization energies is found which is anticipated to have important consequences in the chemistry of these and related species.

Original languageEnglish (US)
Pages (from-to)8290-8297
Number of pages8
JournalJournal of Organic Chemistry
Issue number22
StatePublished - Oct 26 2007

ASJC Scopus subject areas

  • Organic Chemistry


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