Carbon-13 nuclear magnetic resonance spectra of some 4-substituted analogues of phencyclidine and thienylcyclidine

ABSTRACT

13C-Chemical shifts are reported for 1-[-1-phenylcylohexyl]-piperidine [PCP], 1-[1-[2-thienyl]cyclohexyl]piperidine [TCP] and a number of related analogues substituted at position 4- of the piperidine ring. Assignments are based on chemical shift theory comparison with related compounds signal multiplicities obtained from the analysis of distortionless enhancement by polarization transfer [DEPT] and attached proton transfer [APT] experiments in addition to 2D-NMR experiments. The substituents exert a similar influence on the piperidine ring carbons in the phenyl and thienyl series of compounds. The present study demonstrstes the value of 13C-NMR in identification purposes: