Format

Send to

Choose Destination
See comment in PubMed Commons below
Org Lett. 2007 Feb 15;9(4):611-3. Epub 2007 Jan 27.

9-Mesityl-10-methylacridinium: an efficient type II and electron-transfer photooxygenation catalyst.

Author information

  • 1Institute of Organic Chemistry, Greinstr. 4, D-50939 Köln, Germany. griesbeck@uni-koeln.de

Abstract

The visible-light irradiation of 9-mesityl-10-methylacridinium perchlorate 1 in the presence of monoalkenes and molecular oxygen leads to typical products of singlet oxygen addition (type II photooxygenation). The molecular probes 1-methylcyclohexene and limonene, respectively, result in hydroperoxide mixtures with a characteristic product pattern. A switch in the oxidative mechanism (electron-transfer photooxygenation) is observed for naphthalene derivatives as electron-rich acceptor molecules, revealing that the 9-mesityl-10-methylacridinium cation serves as a dual sensitizer with the capacity of efficient singlet oxygen formation and electron-transfer reaction. [reaction: see text].

PMID:
17256946
DOI:
10.1021/ol0628661
[PubMed]
PubMed Commons home

PubMed Commons

0 comments
How to join PubMed Commons

    Supplemental Content

    Full text links

    Icon for American Chemical Society
    Loading ...
    Support Center