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- Publisher
- Wiley
- Copyright
- Copyright © 2002 Wiley Periodicals, Inc.
- ISSN
- 1042-7163
- eISSN
- 1098-1071
- DOI
- 10.1002/hc.10025
- Publisher site
- See Article on Publisher Site
Abstract
Autoxidation of acridanyl and benzhydryl carbanions stabilized by sulfur groups gave the corresponding ketones via radical intermediates, being accompanied by a weak light emission. While oxidation of 9‐sulfenylacridanes (1a and 1b) in the presence of tert‐BuOK showed direct chemiluminescence (CL) due to excited 10‐methylacridone, that of benzhydryl phenyl sulfide (2) and benzhydryldimethylsulfomium bromide (3) displayed CL in the presence of a fluorescer, 9,10‐dibromoanthracene (DBA), due to excited benzophenone. The yields of excited species in the present oxidation are low but comparable to acyclic peroxide systems. The bimolecular energy transfer from triplet benzophenone to DBA was established in CL of the sulfonium ylide from 3. © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:252–257, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10025
Journal
Heteroatom Chemistry – Wiley
Published: Jan 1, 2002