Structure and reactivity of bicyclo [3.2. 1] octa-2, 6-dien-4-ylidene and bicyclo [3.2. 1] oct-2-en-4-ylidene. Nucleophilicity of vinylcarbenes

S Murahashi, K Okumura, T Naota…

Index: Murahashi, Shun-Ichi; Okumura, Kazuo; Naota, Takeshi; Nagase, Shigeru Journal of the American Chemical Society, 1982 , vol. 104, # 9 p. 2466 - 2475

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Citation Number: 5

Abstract

Abstract: Carbocyclic carbenes, bicyclo [3.2. l] octa-2, 6-dien-4-ylidene (1) and bicyclo [3.2. l] oct-2-en-4-ylidene (2), were generated by photolysis of the corresponding diazo compounds, 6 and 10, which were prepared by careful vacuum pyrolysis of the sodium salts of the corresponding tosylhydrazones. The addition reactions of 1 and 2 toward substituted styrenes indicate that the styrene with an electron-withdrawing group is a better acceptor ...

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