Precise control of the formation of a covalent and an ionic bond in carbocation-carbanion combination reactions

K Takeuchi, T Kitagawa, A Miyabo, H Hori…

Index: Takeuchi, Ken'ichi; Kitagawa, Toshikazu; Miyabo, Atsushi; Hori, Hideshi; Komatsu, Koichi Journal of Organic Chemistry, 1993 , vol. 58, # 21 p. 5802 - 5810

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Citation Number: 17

Abstract

The electronic effect on the selectivity of covalent or ionic bond formation was examined for the reaction of Kuhn's anion 1-(C67H39-; tris (7H-dibenzo [cglfluorenylidenemethyl) methide ion) and l-aryl-2, 3-dicyclopropylcyclopropenylium ions. The carbocation stability was progressively changed by varying the substituent on the phenyl ring, while the steric effect was kept essentially unchanged. The cations having the p-chlorophenyl (2a+), phenyl ( ...