Application of carbon-13 NMR spectroscopy to acyclic conformational analysis

Abstract

Analyses of acyclic conformational populations by MM-2 force-field calculations were combined with γ-substituent effects derived from cyclic systems to provide reliable predictions of 13C chemical shifts for a series of acyclic alcohols. Predictions for 81 carbons in 18 isomeric hexanols were carried out with an average error of 0.57 δ. Observed shift effects are used to predict conformer populations. The origin of errors and possible applications to other systems are discussed. © 1988, American Chemical Society. All rights reserved.