Catalytic Aerobic Photooxidation of Primary Benzylic Amines Using Hindered Acridinium Salts

Nicolas, Cyril Michel; Herse, Christelle; Lacour, Jérôme

doi:10.1016/j.tetlet.2005.04.133

Scientific article

Letter

English

Catalytic Aerobic Photooxidation of Primary Benzylic Amines Using Hindered Acridinium Salts

ContributorsNicolas, Cyril Michel; Herse, Christelle; Lacour, Jérôme

Published inTetrahedron letters, vol. 46, no. 27, p. 4605-4608

Publication date2005

Abstract

Hindered acridinium cations, simply prepared by the addition of primary amines to the known methylium tris(2,6-dimethoxyphenyl) cation, catalyze the aerobic photooxidation of primary benzyl amines into benzylimines. A mechanistic rationale for the electron-transfer process is proposed.

Keywords

Amine
Imine
Photooxidation
Acridinium
Electron transfer

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Citation (ISO format)

NICOLAS, Cyril Michel, HERSE, Christelle, LACOUR, Jérôme. Catalytic Aerobic Photooxidation of Primary Benzylic Amines Using Hindered Acridinium Salts. In: Tetrahedron letters, 2005, vol. 46, n° 27, p. 4605–4608. doi: 10.1016/j.tetlet.2005.04.133

Article

Identifiers

PID : unige:7062
DOI : 10.1016/j.tetlet.2005.04.133

Journal ISSN0040-4039

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Catalytic Aerobic Photooxidation of Primary Benzylic Amines Using Hindered Acridinium Salts

Hindered acridinium cations, simply prepared by the addition of primary amines to the known methylium tris(2,6-dimethoxyphenyl) cation, catalyze the aerobic photooxidation of primary benzyl amines into benzylimines. A mechanistic rationale for the electron-transfer process is proposed.

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