Cyclohepatrienyldiazomethane. Its synthesis and behavior. C8H8 chemistry. X. Correlation diagrams and nodal properties

HE Zimmerman, LR Sousa

Index: Zimmerman,H.E.; Sousa,L.R. Journal of the American Chemical Society, 1972 , vol. 94, # 3 p. 834 - 842

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Citation Number: 21

Abstract

Abstract: The synthesis of cycloheptatrienyldiazomethane is described, and the thermal and photochemical behavior of the compound is delineated. The nmr spectrum of the compound reveals that the cycloheptatrienyl valence tautomer is favored over the norcaradiene isomer. Cycloheptatrienyldiazomethane reacts with loss of nitrogen via three pathways. The first involves a cheletropic disengagement of acetylene from the norcaradiene valence ...