Premium
Configurational analysis by residual dipolar couplings: A critical assessment of diastereomeric differentiabilities
Author(s) -
Immel Stefan,
Köck Matthias,
Reggelin Michael
Publication year - 2019
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23065
Subject(s) - diastereomer , chemistry , residual , conformational isomerism , residual dipolar coupling , yield (engineering) , dipole , computational chemistry , nuclear magnetic resonance spectroscopy , stereochemistry , molecule , thermodynamics , organic chemistry , algorithm , physics , computer science
Two independent statistical models for evaluating the certainties of configurational assignments of compounds based on nuclear magnetic resonance (NMR) data are evaluated and compared. Both methods yield weights or probabilities with which two or more structure models (constitutional or configurational isomers or even conformers) could be differentiated based on experimental parameters. Although this paper focusses on the use of residual dipolar couplings (RDCs) for the differentiation of diastereomers, the concept can be expanded to any set of experimental NMR‐derived parameters. It is demonstrated that highly reliable configurational assignments crucially must depend on thorough statistical analysis, which is frequently neglected in the literature.