10.1021/ol047876l.s001
Enrico Baciocchi
Enrico
Baciocchi
Tiziana Del Giacco
Tiziana Del
Giacco
Andrea Lapi
Andrea
Lapi
Oxygenation of Benzyldimethylamine by
Singlet Oxygen. Products and
Mechanism
American Chemical Society
2004
intracomplex hydrogen atom transfer
Singlet Oxygen
1 O 2
reaction products
temperature effect
product study
deuterium isotope effects
2004-12-09 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Oxygenation_of_Benzyldimethylamine_by_Singlet_Oxygen_Products_and_Mechanism/3312916
A product study of the reaction of benzyldimethylamine (<b>1</b>) with thermally and photochemically generated <sup>1</sup>O<sub>2</sub> in MeCN was carried out.
Benzaldehyde and<i> N</i>-benzyl-<i>N</i>-methylformamide are the reaction products, oxygenation representing ca. 9% of the overall quenching of <sup>1</sup>O<sub>2</sub> by
<b>1</b>. 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.