| Popis: |
Diaryl sulfides and the related sulfoxides and sulfones react with substances such as diethyl phosphite anion, pinacolone enolate, and diphenylphosphide anion under irradiation to cleave one carbon-sulfur bond and form diethyl arylphosphonates, arylmethyl tert-butyl ketones, and aryldiphenylphosphines. The reactions of the anions with these sulfides, sulfoxides, and sulfones all require irradiation, but it is notable that the reactions of diphenylphosphide anion occur in the visible region of the spectrum. Several lines of evidence suggest that the reaction proceeds via the familiar S RN 1 pathway and that the photochemically-induced electron transfer occurs in an arene-anion complex. Thermochemical considerations dictate the cleavage direction in the anion radicals of unsymmetrical sulfides |
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