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Issue 16, 2017
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New mechanistic interpretations for nitrone reactivity

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Abstract

The reactivity of nitrones in cycloadditions and related reactions is revisited by introducing a topological perspective. In particular, the study of electron localization function (ELF) along a reaction pathway allows evaluating bond reorganization showing that in several cases the bonds are formed in a sequential way, the second one being formed once the first one is already formed. Both classical 1,3-dipolar cycloadditions and Mannich-type reactions revealed unexpected features often underestimated in classical mechanistic studies.

Graphical abstract: New mechanistic interpretations for nitrone reactivity

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Article information


Submitted
21 Feb 2017
Accepted
15 Mar 2017
First published
15 Mar 2017

Org. Biomol. Chem., 2017,15, 3364-3375
Article type
Review Article

New mechanistic interpretations for nitrone reactivity

P. Merino, T. Tejero, I. Delso and R. Matute, Org. Biomol. Chem., 2017, 15, 3364
DOI: 10.1039/C7OB00429J

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