Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium. Issue 15 (9th July 2020)

• Record Type: Journal Article
• Authors: Niu, Tengfei; Chen, Shengjun; Hong, Mei; Zhang, Tianhao; Chen, Jiayang; Dong, Xinyu; Ni, Bangqing
• Is Part Of: Green chemistry. Volume 22:Issue 15(2020)
• Page Start: 5042
• Page End: 5049
• Publication Date: 2020-07-09
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/d0gc01727b
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : A visible-light promoted oxidative cleavage of vicinal diols by using CN620 as a recyclable photocatalyst in aerobic micellar medium has been developed. Abstract : A green and efficient visible-light promoted aerobic oxidative C–C bond cleavage of vicinal diols in micellar medium has been developed. This protocol used graphitic carbon nitride with nitrogen vacancies (CN620) as a metal-free recyclable photocatalyst and CTAB as surfactant in water. Control experiments and the ESR results indicated that superoxide radicals and valence band holes played an important role in the reaction. Further isotope experiments suggested both a β-scission/HAT pathway and an oxidation/hydrolysis/dehydration pathway for the reaction, which is different from previous reports. The semiconductor/micellar catalyst system can be recycled at least 10 times without a significant reduction in activity. Furthermore, this reaction could be carried out under solar light irradiation and was applicable to large-scale reactions with similar results.