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Thorpe-Ingold Acceleration of Oxirane Formation is Mostly a Solvent Effect

The Thorpe-Ingold hypothesis for the gem-dimethyl effect in the cyclization reactions of 2-chloroethoxide derivatives has been investigated computationally in the gas phase and in aqueous solution. Ab initio MP2/6-311+G(d,p) and CBS-Q calculations reveal little intrinsic difference in reactivity wit...

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Bibliographic Details
Main Authors: Kostal, Jakub, Jorgensen, William L.
Format: Artigo
Language:Inglês
Published: 2010
Subjects:
Online Access:https://ncbi.nlm.nih.gov/pmc/articles/PMC2892976/
https://ncbi.nlm.nih.gov/pubmed/20524660
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1021/ja1023755
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