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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...
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Published in: | Chemical communications (Cambridge, England) England), 2023-01, Vol.59 (5), p.635-638 |
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Main Authors: | , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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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%. |
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ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/d2cc05334a |