Literature DB >> 15575687

Oxygenation of benzyldimethylamine by singlet oxygen. Products and mechanism.

Enrico Baciocchi1, Tiziana Del Giacco, Andrea Lapi.   

Abstract

[reaction: see text] A product study of the reaction of benzyldimethylamine (1) with thermally and photochemically generated 1O2 in MeCN was carried out. Benzaldehyde and N-benzyl-N-methylformamide are the reaction products, oxygenation representing ca. 9% of the overall quenching of 1O2 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.

Entities:  

Year:  2004        PMID： 15575687     DOI： 10.1021/ol047876l

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  3 in total

1.  A significant improvement of the efficacy of radical oxidant probes by the kinetic isotope effect.

Authors:  Kousik Kundu; Sarah F Knight; Seungjun Lee; W Robert Taylor; Niren Murthy
Journal:  Angew Chem Int Ed Engl       Date:  2010-08-16       Impact factor: 15.336

2.  Visible-Light-Mediated [4+2] Annulation of N-Cyclobutylanilines with Alkynes Catalyzed by Self-Doped Ti3+ @TiO2.

Authors:  Jiang Wang; Chengyu Mao; Pingyun Feng; Nan Zheng
Journal:  Chemistry       Date:  2017-08-09       Impact factor: 5.236

3.  An organophotocatalytic late-stage N-CH3 oxidation of trialkylamines to N-formamides with O2 in continuous flow.

Authors:  Mark John P Mandigma; Jonas Žurauskas; Callum I MacGregor; Lee J Edwards; Ahmed Shahin; Ludwig d'Heureuse; Philip Yip; David J S Birch; Thomas Gruber; Jörg Heilmann; Matthew P John; Joshua P Barham
Journal:  Chem Sci       Date:  2021-12-28       Impact factor: 9.825
  3 in total

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