Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium

Tengfei Niu; Shengjun Chen; Mei Hong; Tianhao Zhang; Jiayang Chen; Xinyu Dong; Bangqing Ni

doi:10.1039/D0GC01727B

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium†

Tengfei Niu,

*^a Shengjun Chen,^a Mei Hong,

^b Tianhao Zhang,^a Jiayang Chen,^a Xinyu Dong^a and Bangqing Ni*^a

Author affiliations

* Corresponding authors

^a School of Chemical and Material Engineering, Jiangnan University, Wuxi, P.R. China
E-mail: niutf@jiangnan.edu.cn, byron-ni@yeah.net

^b College of Chemical Engineering, Nanjing Forestry University, Nanjing, P.R. China

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.

Download options Please wait...

Supplementary files

Supplementary information PDF (4023K)

Article information

DOI: https://doi.org/10.1039/D0GC01727B
Article type: Paper
Submitted: 21 May 2020
Accepted: 23 Jun 2020
First published: 25 Jun 2020

Download Citation

Green Chem., 2020,22, 5042-5049

Permissions

Request permissions

Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium

T. Niu, S. Chen, M. Hong, T. Zhang, J. Chen, X. Dong and B. Ni, Green Chem., 2020, 22, 5042 DOI: 10.1039/D0GC01727B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Social activity

Fetching data from CrossRef.
This may take some time to load.

Green Chemistry

Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Heterogeneous carbon nitride photocatalyst for C–C bond oxidative cleavage of vicinal diols in aerobic micellar medium

Social activity

Search articles by author

Spotlight

Advertisements