Abstract
The explanation of the anomeric effect in terms of underlying quantum properties is still controversial almost 70 years after its introduction. Here, we use a method called Relative Energy Gradient (REG), which is able to compute chemical insight with a view to explaining the anomeric effect. REG operates on atomic energy contributions generated by the quantum topological energy decomposition Interacting Quantum Atoms (IQA). Based on the case studies of dimethoxymethane and 2-fluorotetrahydropyran, we show that the anomeric effect is electrostatic in nature rather than governed by hyperconjugation.
Funder
São Paulo Research Foundation
Subject
Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science
Reference41 articles.
1. Stability of glycosides to acid hydrolysis;Edward;Chem. Ind.,1955
2. Abstracts of Papers;Lemieux;Proceedings of the 133rd National Meeting of the American Chemical Society,1958
3. Effects of Unshared Pairs of Electrons;Lemieux;Pure Appl. Chem.,1971
4. Recent studies of the anomeric effect
5. Generalized anomeric effects and hyperconjugation in CH2(OH)2, CH2(SH)2, CH2(SeH)2, and CH2(TeH)2
Cited by
2 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献