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Review | Regular issue | Vol 48, No. 11, 1998, pp.2389-2417
Published online, 1st January, 1970
DOI: 10.3987/REV-98-504
The Anomeric Effect of Monosaccharides and Their Derivatives. Insights from the New QVBMM Molecular Mechanics Force Field

Vernon G. S. Box

*Department of Chemistry, The City College of the City University of New York, Convent Avenue @ 138th Street, New York, NY 10031, U.S.A.


The new force field, Quantized Valence Bonds’ Molecular Mechanics, QVBMM, was designed to embrace most of the concepts in Valence Shell Electron Pair Repulsion (VSEPR) theory and to uniquely integrate lone pairs into molecular mechanics. This force field is executed in the molecular modeling program STR3DI.EXE and is particularly useful in the molecular modeling studies of molecules that possess lone-pair-bearing heteroatoms. This force field was used to study the stereo-electronic effects found in the simple derivatives of tetrahydropyran, and hence to investigate the Anomeric Effect of monosaccharides.