The Cycloaddition of Dispiro [2.2. 2.2] deca-4, 9-diene with the Styrene Derivatives. The Syntheses and Spectral Properties of the [4.2] Paracyclophane Derivatives

T Shibata, T Tsuji, S Nishida

Index: Shibata,T. et al. Bulletin of the Chemical Society of Japan, 1977 , vol. 50, p. 2039 - 2045

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Citation Number: 5

Abstract

The thermal cycloaddition of dispiro [2.2. 2.2] deca-4, 9-diene 1 with the styrene derivatives has afforded [4.2] paracyclophane derivatives, 3. A reaction mechanism by way of the biradical intermediates, involving the initial homolytic cleavage of the cyclopropane ring in 1 followed by the addition to the styrene molecule, is proposed. In the reaction of 1 with styrene, and methyl α-phenylacrylate, the yields of 3 were improved with the dilution of the ...