New mechanistic interpretations for nitrone reactivity. Issue 16 (22nd March 2017)

• Record Type: Journal Article
• Authors: Merino, Pedro; Tejero, Tomás; Delso, Ignacio; Matute, Rosa
• Is Part Of: Organic & biomolecular chemistry. Volume 15:Issue 16(2017)
• Page Start: 3364
• Page End: 3375
• Publication Date: 2017-03-22
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c7ob00429j
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : The reactivity of nitrones in cycloadditions and related reactions is revisited by introducing a topological perspective. 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.