The Journal of organic chemistry

Highly Efficient Photochemical Generation of a Triple Bond: Synthesis, Properties, and Photodecarbonylation of Cyclopropenones

A Poloukhtine, VV Popik

Index: Poloukhtine, Andrei; Popik, Vladimir V. Journal of Organic Chemistry, 2003 , vol. 68, # 20 p. 7833 - 7840

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Citation Number: 70

Abstract

UV irradiation of alkyl-, aryl-, and heteroatom-substituted cyclopropenones results in the loss of carbon monoxide and the formation of quantitative yields of corresponding alkynes. The quantum yield of the photochemical decarbonylation reaction ranges from 20% to 30% for alkyl-substituted cyclopropenones to above 70% for the diphenyl-and dinaphthylcyclorpopenones. Rapid formation (< 5 ns) and then a somewhat slower decay ...