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Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor

[Image: see text] Tetrabutylammonium decatungstate (TBADT) has emerged as an efficient and versatile photocatalyst for hydrogen atom transfer (HAT) processes that enables the cleavage of both activated and unactivated aliphatic C–H bonds. Using a recently developed oscillatory millistructured contin...

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Autores principales: Wen, Zhenghui, Maheshwari, Apoorva, Sambiagio, Carlo, Deng, Yuchao, Laudadio, Gabriele, Van Aken, Koen, Sun, Yuhan, Gemoets, Hannes P. L., Noël, Timothy
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7573979/
https://www.ncbi.nlm.nih.gov/pubmed/33100815
http://dx.doi.org/10.1021/acs.oprd.0c00235
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author Wen, Zhenghui
Maheshwari, Apoorva
Sambiagio, Carlo
Deng, Yuchao
Laudadio, Gabriele
Van Aken, Koen
Sun, Yuhan
Gemoets, Hannes P. L.
Noël, Timothy
author_facet Wen, Zhenghui
Maheshwari, Apoorva
Sambiagio, Carlo
Deng, Yuchao
Laudadio, Gabriele
Van Aken, Koen
Sun, Yuhan
Gemoets, Hannes P. L.
Noël, Timothy
author_sort Wen, Zhenghui
collection PubMed
description [Image: see text] Tetrabutylammonium decatungstate (TBADT) has emerged as an efficient and versatile photocatalyst for hydrogen atom transfer (HAT) processes that enables the cleavage of both activated and unactivated aliphatic C–H bonds. Using a recently developed oscillatory millistructured continuous-flow photoreactor, investigations of a decatungstate-catalyzed C(sp(3))–H alkylation protocol were carried out, and the results are presented here. The performance of the reactor was evaluated in correlation to several chemical and process parameters, including residence time, light intensity, catalyst loading, and substrate/reagent concentration. In comparison with previously reported batch and flow protocols, conditions were found that led to considerably higher productivity, achieving a throughput up to 36.7 mmol/h with a residence time of only 7.5 min.
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spelling pubmed-75739792020-10-21 Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor Wen, Zhenghui Maheshwari, Apoorva Sambiagio, Carlo Deng, Yuchao Laudadio, Gabriele Van Aken, Koen Sun, Yuhan Gemoets, Hannes P. L. Noël, Timothy Org Process Res Dev [Image: see text] Tetrabutylammonium decatungstate (TBADT) has emerged as an efficient and versatile photocatalyst for hydrogen atom transfer (HAT) processes that enables the cleavage of both activated and unactivated aliphatic C–H bonds. Using a recently developed oscillatory millistructured continuous-flow photoreactor, investigations of a decatungstate-catalyzed C(sp(3))–H alkylation protocol were carried out, and the results are presented here. The performance of the reactor was evaluated in correlation to several chemical and process parameters, including residence time, light intensity, catalyst loading, and substrate/reagent concentration. In comparison with previously reported batch and flow protocols, conditions were found that led to considerably higher productivity, achieving a throughput up to 36.7 mmol/h with a residence time of only 7.5 min. American Chemical Society 2020-07-09 2020-10-16 /pmc/articles/PMC7573979/ /pubmed/33100815 http://dx.doi.org/10.1021/acs.oprd.0c00235 Text en This is an open access article published under a Creative Commons Non-Commercial No Derivative Works (CC-BY-NC-ND) Attribution License (http://pubs.acs.org/page/policy/authorchoice_ccbyncnd_termsofuse.html) , which permits copying and redistribution of the article, and creation of adaptations, all for non-commercial purposes.
spellingShingle Wen, Zhenghui
Maheshwari, Apoorva
Sambiagio, Carlo
Deng, Yuchao
Laudadio, Gabriele
Van Aken, Koen
Sun, Yuhan
Gemoets, Hannes P. L.
Noël, Timothy
Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor
title Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor
title_full Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor
title_fullStr Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor
title_full_unstemmed Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor
title_short Optimization of a Decatungstate-Catalyzed C(sp(3))–H Alkylation Using a Continuous Oscillatory Millistructured Photoreactor
title_sort optimization of a decatungstate-catalyzed c(sp(3))–h alkylation using a continuous oscillatory millistructured photoreactor
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7573979/
https://www.ncbi.nlm.nih.gov/pubmed/33100815
http://dx.doi.org/10.1021/acs.oprd.0c00235
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