A product study of the reaction of benzyldimethylamine (1) with thermally and photochemically generated (1)O(2) in MeCN was carried out. Benzaldehyde and N-benzyl-N-methylformamide are the reaction products, oxygenation representing ca. 9% of the overall quenching of (1)O(2) by 1. The temperature effect and the intermolecular and intramolecular kinetic deuterium isotope effects were also determined. It is suggested that the products derive from an intracomplex hydrogen atom transfer in a reversibly formed charge-transfer complex.
Oxygenation of benzyldimethylamine by singlet oxygen. Products and mechanism / Baciocchi, Enrico; Tiziana Del, Giacco; Lapi, Andrea. - In: ORGANIC LETTERS. - ISSN 1523-7060. - STAMPA. - 6:25(2004), pp. 4791-4794. [10.1021/ol047876l]
Oxygenation of benzyldimethylamine by singlet oxygen. Products and mechanism
BACIOCCHI, Enrico;LAPI, Andrea
2004
Abstract
A product study of the reaction of benzyldimethylamine (1) with thermally and photochemically generated (1)O(2) in MeCN was carried out. Benzaldehyde and N-benzyl-N-methylformamide are the reaction products, oxygenation representing ca. 9% of the overall quenching of (1)O(2) by 1. The temperature effect and the intermolecular and intramolecular kinetic deuterium isotope effects were also determined. It is suggested that the products derive from an intracomplex hydrogen atom transfer in a reversibly formed charge-transfer complex.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
