13C chemical shift assignments in cyclo-octene, cyclo-octanone, and cyclo-oct-2-enol from the spectra of monodeuterioisotopomers

Abstract

The ¹³C n.m.r. spectra of [3-²H₁]- and [5-²H₁]-cyclo-octenes indicate that the assigned shifts for C-4 and C-5 in the cycloalkene must be transposed. The spectra of [4-²H₁]- and [5-²H₁]-cyclo-octanones consolidate earlier evidence for the assignment of shifts in the case of the cyclic ketone. The ¹³C n.m.r. spectra of [1-²H₁]-, [5-²H₁]-, [6-²H₁]-, [7-²H₁]-, and [8-²H₁]-cyclo-oct-2-enols afford unambiguous evidence for the origins of the signals in the spectrum of the unlabelled cyclo-octenol.