Chemistry Journal of Moldova

COMPUTATIONAL INSIGHTS INTO THE SPONTANEITY OF EPOXIDE FORMATION FROM HALOHYDRINS AND OTHER MECHANISTIC DETAILS OF WILLIAMSON’S ETHER SYNTHESIS

Author(s):

Pedro Silva


Field: Physical chemistry and chemical physics
Type: Research paper
Issue: 2023 Volume 18, no.2
Pages: 87-95
Keywords:

density-functional theory, reaction mechanisms, intra-molecular Williamson’s ether synthesis, epoxide, halohydrin.


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Abstract (PDF)
Graphical Abstract:
DFT computations identify the effects that enable the synthesis of geometrically-strained epoxide from deprotonated halohydrins. These computations also explain the preference for the formation of larger cyclic ethers with five-atom rings over six-atom-rings. Increased temperature favors elimination over SN2 only when the reacting moieties are part of separate molecules.




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