Open Access
5-Hydroxymethylfurfural-Derived Boron-Dipyrromethene Immobilized on Resin Support as a Sustainable Catalyst for C–H Arylation of Heterocycles
Publication type: Journal Article
Publication date: 2019-08-23
scimago Q1
wos Q2
SJR: 0.773
CiteScore: 7.1
Impact factor: 4.3
ISSN: 24701343
PubMed ID:
31528799
General Chemistry
General Chemical Engineering
Abstract
5-Hydroxymethylfurfural (HMF) was used as a sustainable raw material in the development of a resin-supported boron-dipyrromethene (BODIPY)-based photocatalyst. In the development of the catalyst, the brominated product (HMF-BODIPY-Br) and photocatalyst (HMF-BODIPY-Br-Suc) were isolated under a chromatography-free condition. The photocatalyst was loaded on polymeric resin by bridging alcohol functionality in HMF and amine functionality in polymeric resin using succinic anhydride. The resin-supported photocatalyst was used in light-mediated C-H arylation of various heterocycles using aryldiazonium salt. For representative examples, diazotization and photoarylation were carried out in one pot, and arylated furans were obtained in very good yields. C-H arylation was found to proceed via a photogenerated radical intermediate, and the radical intermediate was trapped by forming an adduct with TEMPO.
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Total citations:
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Citations from 2024:
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(42.86%)
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Rajmohan R., Nisha P., Vairaprakash P. 5-Hydroxymethylfurfural-Derived Boron-Dipyrromethene Immobilized on Resin Support as a Sustainable Catalyst for C–H Arylation of Heterocycles // ACS Omega. 2019. Vol. 4. No. 11. pp. 14458-14465.
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Rajmohan R., Nisha P., Vairaprakash P. 5-Hydroxymethylfurfural-Derived Boron-Dipyrromethene Immobilized on Resin Support as a Sustainable Catalyst for C–H Arylation of Heterocycles // ACS Omega. 2019. Vol. 4. No. 11. pp. 14458-14465.
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RIS
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TY - JOUR
DO - 10.1021/acsomega.9b01407
UR - https://doi.org/10.1021/acsomega.9b01407
TI - 5-Hydroxymethylfurfural-Derived Boron-Dipyrromethene Immobilized on Resin Support as a Sustainable Catalyst for C–H Arylation of Heterocycles
T2 - ACS Omega
AU - Rajmohan, Rajamani
AU - Nisha, Paulraj
AU - Vairaprakash, Pothiappan
PY - 2019
DA - 2019/08/23
PB - American Chemical Society (ACS)
SP - 14458-14465
IS - 11
VL - 4
PMID - 31528799
SN - 2470-1343
ER -
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BibTex (up to 50 authors)
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@article{2019_Rajmohan,
author = {Rajamani Rajmohan and Paulraj Nisha and Pothiappan Vairaprakash},
title = {5-Hydroxymethylfurfural-Derived Boron-Dipyrromethene Immobilized on Resin Support as a Sustainable Catalyst for C–H Arylation of Heterocycles},
journal = {ACS Omega},
year = {2019},
volume = {4},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://doi.org/10.1021/acsomega.9b01407},
number = {11},
pages = {14458--14465},
doi = {10.1021/acsomega.9b01407}
}
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MLA
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Rajmohan, Rajamani, et al. “5-Hydroxymethylfurfural-Derived Boron-Dipyrromethene Immobilized on Resin Support as a Sustainable Catalyst for C–H Arylation of Heterocycles.” ACS Omega, vol. 4, no. 11, Aug. 2019, pp. 14458-14465. https://doi.org/10.1021/acsomega.9b01407.