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 journalArticle

10 Citations (Scopus)

Abstract

(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
Volume72
Issue number22
DOIs
StatePublished - Oct 26 2007

Fingerprint

Chalcogens
Ionization potential
Photoelectron spectroscopy
Tellurium compounds
Charge transfer
Selenium compounds
Sulfur compounds
Photoelectrons
Gases
Spectroscopy
Molecules
Geometry

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Glass, R. S., Block, E., Gruhn, N. E., Jin, J., Lorance, E., Zakai, U. I., & Zhang, S. Z. (2007). Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs. Journal of Organic Chemistry, 72(22), 8290-8297. https://doi.org/10.1021/jo071215v

Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs. / Glass, Richard S; Block, Eric; Gruhn, Nadine E.; Jin, Jin; Lorance, Edward; Zakai, Uzma I.; Zhang, Shao Zhong.

In: Journal of Organic Chemistry, Vol. 72, No. 22, 26.10.2007, p. 8290-8297.

Research output: Contribution to journalArticle

Glass, RS, Block, E, Gruhn, NE, Jin, J, Lorance, E, Zakai, UI & Zhang, SZ 2007, 'Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs', Journal of Organic Chemistry, vol. 72, no. 22, pp. 8290-8297. https://doi.org/10.1021/jo071215v
Glass, Richard S ; Block, Eric ; Gruhn, Nadine E. ; Jin, Jin ; Lorance, Edward ; Zakai, Uzma I. ; Zhang, Shao Zhong. / Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs. In: Journal of Organic Chemistry. 2007 ; Vol. 72, No. 22. pp. 8290-8297.
@article{9e6a16d55166438f99ec9ca0984186dc,
title = "Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs",
abstract = "(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.",
author = "Glass, {Richard S} and Eric Block and Gruhn, {Nadine E.} and Jin Jin and Edward Lorance and Zakai, {Uzma I.} and Zhang, {Shao Zhong}",
year = "2007",
month = "10",
day = "26",
doi = "10.1021/jo071215v",
language = "English (US)",
volume = "72",
pages = "8290--8297",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "22",

}

TY - JOUR

T1 - Interaction of C-Si, C-Sn, and Si-Si σ-bonds with chalcogen lone pairs

AU - Glass, Richard S

AU - Block, Eric

AU - Gruhn, Nadine E.

AU - Jin, Jin

AU - Lorance, Edward

AU - Zakai, Uzma I.

AU - Zhang, Shao Zhong

PY - 2007/10/26

Y1 - 2007/10/26

N2 - (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.

AB - (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.

UR - http://www.scopus.com/inward/record.url?scp=35548965643&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=35548965643&partnerID=8YFLogxK

U2 - 10.1021/jo071215v

DO - 10.1021/jo071215v

M3 - Article

C2 - 17915922

AN - SCOPUS:35548965643

VL - 72

SP - 8290

EP - 8297

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

SN - 0022-3263

IS - 22

ER -