Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
 
Metal-Free Aerobic C–H Oxidation of Methylarenes to Aromatic Aldehydes by Sulfur-Containing Tetracyclic Compounds as Visible-Light Photocatalysts
Takanori ShibataMika AkinoAyato SekineMamoru Ito
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2022 年 95 巻 5 号 p. 768-770

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Oxidation of benzylic sp3 C–H bonds smoothly proceeded at ambient temperature under blue LED (465 nm) photo-irradiation using sulfur-containing tetracyclic compounds as photocatalysts. The use of 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as a co-solvent was the key to success: various toluene derivatives were selectively oxidized to substituted benzaldehydes without over-oxidation. Preliminary mechanism studies were undertaken, including electron spin resonance (ESR) spectroscopy analyses.

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