Ultraviolet photoelectron spectra of 2-norbornanone, 2,5-norbornanedione, their alkyl derivatives and thio-analogues. An investigation of transannular interactions by photoelectron spectroscopy

Authors:
  • DFDavid C. Frost
    David C. Frost
  • NWNicholas P. C. Westwood
    Nicholas P. C. Westwood
  • NWNick H. Werstiuk
    Nick H. Werstiuk
Publisher website
Google Scholar
Abstract
HeI photoelectron spectra are reported for a series of methyl-substituted monoketones and diketones based on 2-norbornanone. The effect of methyl substitution, and the inductive effect of a second carbonyl group has been studied. The diketones show a small separation between the two ketone moieties due to a through-bond interaction. Replacement with a thiocarbonyl group permits a comparison of the relative C=S and C=O interactions. The relative merits of the semi-empirical HAM/3 and CNDO/2 methods for such molecules are assessed.