Effect of ring size on hyperconjugation in heterocycloalkanes. An e.s.r. study
Abstract
The β-hydrogen hyperfine coupling constant for the thietane cation is 31.1 G (1 G = 10–4 T) whereas the corresponding value for teh thiirane cation is only 16.1 G, demonstrating that CH2 hyperconjugation in sulphur heterocycles is much diminished in going to a three-membered ring.