2d sp(2) carbon-conjugated covalent organic framework with pyrene-tethered tempo intercalation for photocatalytic aerobic oxidation of sulfides into sulfoxides

Shi, Ji-Long and Feng, Keyu and Hao, Huimin and Ku, Calvin and Sit, Patrick H-L and Teoh, Wey Yang and Lang, Xianjun (2022) 2d sp(2) carbon-conjugated covalent organic framework with pyrene-tethered tempo intercalation for photocatalytic aerobic oxidation of sulfides into sulfoxides. Solar RRL, 6 (1). ISSN 2367-198X, DOI https://doi.org/10.1002/solr.202100608.

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Abstract

The 2D covalent organic frameworks (COFs) offer many 2D planes which are suitable for pi-pi stacking interactions with other conjugated molecules. To improve the photocatalytic performance of COFs, the synthesis of a pyrene-tethered 2,2,6,6-tetramethylpiperidinyl-N-oxyl (TEMPO) derivative cocatalyst is hereby described. The pyrene end of the cocatalyst is intercalated in between the layers of the 2D sp(2) carbon-conjugated porphyrin covalent organic framework (Por-sp(2)c-COF) via pi-pi stacking interactions evidenced by theoretical and experimental studies. The immobilization of pyrene-tethered TEMPO significantly enhances both the efficiency of photoinduced hole transfer and the stability of Por-sp(2)c-COF for the selective aerobic oxidation of a series of sulfides to sulfoxides under the irradiation of 623 nm red LEDs. This work highlights the merit of pi-pi stacking as a facile and efficient approach of immobilizing hole transfer cocatalysts without disrupting the physiochemical properties of the 2D COF photocatalyst.

Item Type: Article
Funders: National Natural Science Foundation of China (NSFC)[21773173], National Natural Science Foundation of China (NSFC)[22072108]
Uncontrolled Keywords: Covalent organic frameworks;Oxidation of sulfides; Photocatalysis;Red LEDs;Pi-pi;Stacking
Subjects: Q Science > QD Chemistry
T Technology > TA Engineering (General). Civil engineering (General)
T Technology > TP Chemical technology
Divisions: Faculty of Engineering
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 25 Jul 2022 04:38
Last Modified: 25 Jul 2022 04:38
URI: http://eprints.um.edu.my/id/eprint/33692

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