Author:
Wasylishen R.,Schaefer T.
Abstract
Precise analyses of the proton and some fluorine magnetic resonance spectra in acetone solution are reported for the three monofluorobenzaldehydes as well as for 2-chloro-6-fluorobenzaldehyde and for 4-fluoro-2-nitrobenzaldehyde. The conformational dependence of the coupling parameters allows the measurement of energy differences between the O-cis and O-trans conformations. The energy differences are in better agreement with the INDO predictions than they are with energies derived from i.r. data. Di-pole moments are computed reliably and their measurement is suggested as a good guide to conformational preferences for molecules of this kind. The spin–spin coupling constants between the aldehyde proton and the ring protons and fluorine nuclei are computed for benzaldehyde and the three monofluorobenzaldehydes by the INDO and CNDO molecular orbital approximations. In many instances the agreement between calculated and observed couplings is quantitative.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
99 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献