Definitive Identification of the C-5 and C-7 NMR Signals of Adamantan-2-ol

Article abstract of DOI:10.1002/mrc.1260230404

The E- and Z-5-deuterioadamantan-2-ols have been synthesized by an unambiguous route.The 13C NMR spectra show the familiar 1:1:1 splitting of one of the C-5 or C-7 signals, thus allowing a definite assignment of the δ-atoms to be made.This assignment is in accord with the conclusion of Duddeck and Islam.Revised assignments are offered for the reported configurations of the 5-bromo- and -chloro-adamantan-2-ols, and several unusual deuterium isotope shifts are reported.