- Conformational Equilibria due to Ring Inversion in N-Alkyl-cis-decahydroisoquinolines
-
The position of conformational equilibria due to ring inversion in N-alkyl-cis-decahydroisoquinolines (alkyl = Me, Et, Pri, CH2CF3, or CH2CCl3) has been assessed directly from 13C and/or 19F n.m.r. spectra recorded at temperatures between 173 and 253 K.The measured equilibrium constants are related to the inductive effect of the N-substituent which produces an increase (Me, Et, Pri) or decrease (CH2CF3, CH2CCl3) in the magnitude of the gauche propylamine-type repulsive interaction. 13C Chemical shifts are tabulated for the carbon atoms of the two twin-chair conformations undergoing exchange.
- Bailey, Judith M.,Booth, Harold,Al-Shirayda, Hatif A. R. Y.
-
p. 583 - 588
(2007/10/02)
-
