✦ LIBER ✦

Oxidation of N-Benzyl Aziridine by Molecular Iodine: Competition of Electron Transfer and Heterolytic Pathways

✍ Scribed by Miron Cãproiu; Cristina Florea; Carlo Galli; Aurica Petride; Horia Petride

Book ID: 101275409
Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 314 KB
Volume: 2000
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(200003)2000:6<1037::aid-ejoc1037>3.0.co;2-c

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✦ Synopsis

Excess N-benzyl aziridine (1) reacts with I 2 to afford dimer 2, tetramer 3, benzaldehyde (4), and iodoamine 5. The reaction is interpreted as occurring by both electron transfer (ET) and heterolytic mechanisms. An ET mechanism is substantiated for the oxidation by I 2 of dimer 2 and tetramer 3, both being substrates easier to oxidise by electron abstraction than 1.