Residual Dipolar Couplings of Freely Rotating Groups in Small Molecules. Stereochemical Assignment and Side-Chain Conformation of 8-Phenylmenthol

A procedure for the direct use of 1 D CH residual dipolar couplings (RDCs) from freely rotating groups in the structural analysis of small molecules was implemented. 1 D CH RDCs were used to determine both the preferred conformation and the stereochemical assignment of the diastereotopic geminal methyls of 8-phenylmenthol. Furthermore, a method was also set up to fit RDC data to a set of conformations in solution on the assumption that they all have the same alignment tensor.