Tetrahedron Letters

Low energy light-triggered oxidative cleavage of olefins

RS Murthy, M Bio, Y You

Index: Murthy, Rajesh S.; Bio, Moses; You, Youngjae Tetrahedron Letters, 2009 ,  vol. 50,  # 9  p. 1041 - 1044

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Citation Number: 20

Abstract

A series of substituted olefins were tested for their reactivity with singlet oxygen as a singlet oxygen-mediated cleavable linker. Low intensity light of 200mW/cm2 was irradiated to the solution of an olefin and 5, 10, 15-triphenyl-20-(4-hydroxyphenyl)-21H, 23H-porphyrin under atmospheric condition. Among the tested olefins, 1, 2-cis-diphenoxyethylene reacted fast with singlet oxygen,> 80% within 15min yielding a stoichiometric conversion to aldehyde ...