13C Chemical Shift Non-Equivalence in Methylene Carbons of Monosubstituted Cyclohexanes

Article abstract of DOI:10.1002/mrc.1260270315

Monosubstituted cyclohexanes were synthesized by addition of a cyclohexyl radical to olefins bearing different substituents at the α-position.Six distinct methylene 13C resonances were observed, indicating that the methylene carbons located at the 2 and 6 positions and at 3 and 5 positions are not magnetically equivalent.This magnetic non-equivalence (anisochronism) observed in the monosubstituted cyclohexanes is due to the introduction of an asymmetric center β to the prochiral C-1 ring carbon atom. KEY WORDS Anisochronism Magnetic non-equivalence Cyclohexyl adducts Mercury method