Visible‐Light‐Promoted Switchable Selective Oxidations of Styrene Over Covalent Triazine Frameworks in Water

Author:

Ayed Cyrine1,Yin Jie2,Landfester Katharina1ORCID,Zhang Kai A. I.12ORCID

Affiliation:

1. Max Planck Institute for Polymer Research Ackermannweg 10 55128 Mainz Germany

2. Department of Materials Science and and State Key Laboratory of Molecular Engineering of Polymers Fudan University Shanghai 200433 P. R. China

Abstract

AbstractUsing photocatalytic oxidation to convert basic chemicals into high value compounds in environmentally benign reaction media is a current focus in catalytic research. The challenge lies in gaining controllability over product formation selectivity. We design covalent triazine frameworks as heterogeneous, metal‐free, and recyclable photocatalysts for visible‐light‐driven switchable selective oxidation of styrene in pure water. Selectivity in product formation was achieved by activation or deactivation of the specific photogenerated oxygen species. Using the same photocatalyst, by deactivation of photogenerated H2O2, benzaldehyde was obtained with over 99 % conversion and over 99 % selectivity as a single product. The highly challenging and sensitive epoxidation of styrene was carried out by creating peroxymonocarbonate as an initial epoxidation agent in the presence of bicarbonate, which led to formation of styrene oxide with a selectivity up to 76 % with near quantitative conversion. This study demonstrates a preliminary yet interesting example for simple control over switchable product formation selectivity for challenging oxidation reactions of organic compounds in pure water.

Funder

Deutsche Forschungsgemeinschaft

Bundesministerium für Bildung und Forschung

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Chemistry,Catalysis

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