Loading…

Triphenylamine-anthraquinone based donor-acceptor conjugated microporous polymers for photocatalytic hydroxylation of phenylboronic acids

Triphenylamine-based donor-acceptor conjugated microporous polymers, namely PTPA-AQ and PTPA-AM, were synthesized for the first time via Suzuki-Miyaura coupling of tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-amine as a donor with 2,6-dibromoanthracene-9,10-dione and 2,2′-(2,6-dibromo...

Full description

Saved in:
Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-01, Vol.59 (5), p.635-638
Main Authors: Sau, Soumitra, Samanta, Suman Kalyan
Format: Article
Language:English
Subjects:
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Triphenylamine-based donor-acceptor conjugated microporous polymers, namely PTPA-AQ and PTPA-AM, were synthesized for the first time via Suzuki-Miyaura coupling of tris(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-amine as a donor with 2,6-dibromoanthracene-9,10-dione and 2,2′-(2,6-dibromoanthracene-9,10-diylidene)dimalononitrile acceptors for efficient visible-light driven oxidative hydroxylation of various phenylboronic acids. The dimalononitrile derivative having greater acceptor ability showed tunable photophysical properties of PTPA-AM (lower band gap of 1.47 eV and better exciton separation efficiency) as well as porosity (lower Brunauer-Emmett-Teller (BET) surface area of 43 m 2 g −1 ). PTPA-AQ having higher BET surface area (400 m 2 g −1 ), suitable HOMO-LUMO positions and an optimal band gap (1.94 eV) showed better photocatalytic activity for the hydroxylation with yields up to 96%. Triphenylamine-anthraquinone based donor-acceptor polymers show visible light-driven photocatalysis of various phenylboronic acids to phenols with an excellent yield of up to 96%.
ISSN:1359-7345
1364-548X
DOI:10.1039/d2cc05334a