Diradical rearrangements. Part 211. An unusual 1, 2-shift in a photochemically generated 1, 3-diradical. Mechanistic and exploratory organic photochemistry. Part 151

HE Zimmerman, AP Kamath

Index: Zimmerman, Howard E.; Kamath, Ajit P. Journal of the American Chemical Society, 1988 , vol. 110, # 3 p. 900 - 911

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Citation Number: 18

Abstract

Abstract: The triplet photochemistry of 2, 5-dianisyl-2, 5-dimethyl-hex-3-ene was explored in a study of the behavior of diradical species occurring in the di-*-methane rearrangement. It was observed that the penultimate species, the 1, 3-diradical, closes more rapidly to cyclopropane product than the latter rearranges further. The photoproduct, l-anisyl-2-(p- methoxy-cumenyl)-3, 3-dimethyIcyclopropane, was observed to undergo a novel singlet ...