摘要: The anomeric effect has been assigned as being due to hyperconjugation, electrostatic/steric interactions or exchange effects; thus, there is no general consensus about its actual origin. classical hyperconjugation model, usually investigated using natural bond orbital (NBO) analysis, arbitrarily refuted because it would not explain some cases of the preferred equatorial anomer over axial one in polar solution. In this study, was shown be dependent on medium and NBO analysis explains quite well estimated amounts 2-substituted tetrahydropyrans (substituents = F, OH, NH2 CN) both gas phase aqueous Overall, reason abandon model plays a dominating role systems, while reproduces energetic profiles basis hyperconjugative Lewis-type contributions.
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