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Oxygenation of benzyldimethylamine by singlet oxygen. Products and mechanism

Organic Letters, ISSN: 1523-7060, Vol: 6, Issue: 25, Page: 4791-4794
2004
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Waseem Ahmad1*, Harish Chandra Joshi1, Nitika Garg2, Rajesh Kumar3 1Department of Chemistry, Graphic Era Deemed to be University, Dehradun, Uttarakhand, India. 2Department of Chemistry, RKGIT,

Article Description

(Chemical Equation Presented) A product study of the reaction of benzyldimethylamine (1) with thermally and photochemically generated O in MeCN was carried out. Benzaldehyde and N-benzyl-N-methylformamide are the reaction products, oxygenation representing ca. 9% of the overall quenching of O 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.

Bibliographic Details

Baciocchi, Enrico; Del Giacco, Tiziana; Lapi, Andrea

American Chemical Society (ACS)

Biochemistry, Genetics and Molecular Biology; Chemistry

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