Spin-spin coupling between side-chain and ring protons and the effect of electron delocalization on allylic coupling

H Rottendorf, S Sternhell

Index: Rottendorf,H.; Sternhell,S. Australian Journal of Chemistry, 1964 , vol. 17, p. 1315 - 1328

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Abstract

Abstract The side-chain-ring coupling constants3 in the three isomeric tetrachlorotoluenes are J ortho 0.63±0.02 c/s, J meta 0.36±0.02 c/s, and J para 0.63±0.01 c/s. The magnitudes of side-chain coupling constants in benzene derivatives are discussed. In symmetrical six- membered aromatic and heterocyclic compounds the magnitude of the ortho side-chain coupling constants is approximately 0.6 c/s but varies from less than 0.3 cis to 1.1 c/s in ...