Tetrahedron

Heptafulvene (methylenecycloheptatriene)

WE Doering, DW Wiley

Index: Doering,W. von E.; Wiley,D.W. Tetrahedron, 1960 , vol. 11, p. 183 - 198

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Citation Number: 117

Abstract

Heptafulvene (Chart 2, I), a conjugated, non-benzenoid hydrocarbon of theoretical interest, has been synthesized by a Hofmann elimination on trimethyl 7-cycloheptatrienylmethyl ammonium iodide. Non-isolable, stable only in dilute solution, I is assigned the heptafulvene structure on the basis of catalytic hydrogenation to methylcycloheptane; indication of a methylene group from IR and ozonolysis to formaldehyde; association of elaborate visible ...