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2006•Phosphorus, sulfur, and silicon and the related elementsRequires access

Substituent Effects on the Stability of Sulfenes

Daryoush Tahmassebi

Open publisher page 3 citations

Abstract

The geometries and energies of substituted sulfenes RCH═SO2 and alkenes RCH═CH2 were calculated at the HF/6-311+G(2d,p) level. An isodesmic reaction was designed to study substituent effects on the stability of sulfenes. The correlation between substituent group electronegativity χBE and the stability of sulfenes was reasonably good. Electropositive and π-acceptor substituents stabilized sulfenes while electronegative substituents destabilized them.

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What this paper is about

The geometries and energies of substituted sulfenes RCH═SO2 and alkenes RCH═CH2 were calculated at the HF/6-311+G(2d,p) level. An isodesmic reaction was designed to study substituent effects on the stability of sulfenes. The correlation between substituent group electronegativity χBE and the stability of sulfenes was reasonably good. Electropositive and π-acceptor substituents stabilized sulfenes while electronegative substituents destabilized them.

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Available abstract

The geometries and energies of substituted sulfenes RCH═SO2 and alkenes RCH═CH2 were calculated at the HF/6-311+G(2d,p) level. An isodesmic reaction was designed to study substituent effects on the stability of sulfenes. The correlation between substituent group electronegativity χBE and the stability of sulfenes was reasonably good. Electropositive and π-acceptor substituents stabilized sulfenes while electronegative substituents destabilized them.

Key concepts: Isodesmic reaction, Substituent, Electronegativity, Chemistry, Computational chemistry, Group (periodic table), Crystallography, Stereochemistry

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