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Cycloreversion of azetidines via oxidative electron transfer. steady-state and time-resolved studies.

作者信息

Andreu Inmaculada, Delgado Julio, Espinós Amparo, Pérez-Ruiz Raul, Jiménez M Consuelo, Miranda Miguel A

机构信息

Departamento de Química/Instituto de Tecnología Química UPV-CSIC, Universidad Politécnica de Valencia, Valencia, Spain.

出版信息

Org Lett. 2008 Nov 20;10(22):5207-10. doi: 10.1021/ol802181u. Epub 2008 Oct 21.

DOI:10.1021/ol802181u
PMID:18937481
Abstract

Cycloreversion of cis- and trans-1,2,3-triphenylazetidine (c-2 and t-2) is achieved by electron transfer to (tris(4-bromophenyl)aminium radical cation (5 (+)). Stepwise C-N and C-C bond cleavage of azetidine radical cations leads to cis- and trans-stilbene, together with N-benzylideneaniline, as final products. Mechanistic evidence is provided by quenching studies, using laser flash photolysis to generate 5 (+) from its neutral precursor.

摘要

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引用本文的文献

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