Kinetic and spectroscopic study of a ketyl-phenoxy biradical produced by a remote hydrogen abstraction

JC Scaiano, WG McGimpsey, WJ Leigh…

Index: Scaiano, J. C.; McGimpsey, W. G.; Leigh, W. J.; Jakobs, S. Journal of Organic Chemistry, 1987 , vol. 52, # 20 p. 4540 - 4544

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Citation Number: 43

Abstract

Laser flash photolysis of 1 in solution leads to the formation of a short-lived triplet (T~= 13.3 ns in acetonitrile) which decays via hydrogen abstraction from the remote hydroxy group. The resulting 1, 13-biradical has a lifetime of 118 ns in acetonitrile and decays almost exclusively by back-hydrogen-transfer in a process that appears to be controlled by intersystem crossing. The valeryl analogue 2 is nonreactive with respect to Norrish I1 ...