Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
Letter
Atmosphere-controlled Dual Reactivity of Triarylphosphine in the Photoexcited State: P–C Bond Cleavage vs. Electron Transfer
Shinro YasuiYuya OgawaKosei ShiojiShoko Yamazaki
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2013 Volume 42 Issue 12 Pages 1478-1480

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Abstract

Steady-state photolysis of an acetonitrile solution of triarylphosphine (Ar3P) was carried out using a xenon lamp. The major products resulting from photolysis under deoxygenated conditions and under air were diaryl(cyanomethyl)phosphine Ar2PCH2CN and triarylphosphine oxide Ar3P=O, respectively. Intrinsically, Ar3P in the excited state undergoes homolytic cleavage of a P–C bond; however, electron transfer to O2 is predominant under air. Reactivity of Ar3P in the excited state is readily controlled by the choice of atmosphere used in the reaction.

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© 2013 The Chemical Society of Japan
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