Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation

This study processes a facile and green approach for the Markovnikov-selective hydroamination of styrene with naphthylamine through irradiation with UV LED light (365 nm) via an electron donor–acceptor complexation between naphthylamines and oxygen in situ. This protocol showcases the synthetic pote...

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Detalles Bibliográficos
Autores principales: Fan, Duona, Sabri, Ahmed, Sasai, Hiroaki, Takizawa, Shinobu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822123/
https://www.ncbi.nlm.nih.gov/pubmed/36615548
http://dx.doi.org/10.3390/molecules28010356
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author Fan, Duona
Sabri, Ahmed
Sasai, Hiroaki
Takizawa, Shinobu
author_facet Fan, Duona
Sabri, Ahmed
Sasai, Hiroaki
Takizawa, Shinobu
author_sort Fan, Duona
collection PubMed
description This study processes a facile and green approach for the Markovnikov-selective hydroamination of styrene with naphthylamine through irradiation with UV LED light (365 nm) via an electron donor–acceptor complexation between naphthylamines and oxygen in situ. This protocol showcases the synthetic potential for aerobic C–N bond formation without using a metal catalyst and photosensitizer. Three naphthylamines were examined and afforded desired C–N bond formation product in moderate yield.
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spelling pubmed-98221232023-01-07 Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation Fan, Duona Sabri, Ahmed Sasai, Hiroaki Takizawa, Shinobu Molecules Article This study processes a facile and green approach for the Markovnikov-selective hydroamination of styrene with naphthylamine through irradiation with UV LED light (365 nm) via an electron donor–acceptor complexation between naphthylamines and oxygen in situ. This protocol showcases the synthetic potential for aerobic C–N bond formation without using a metal catalyst and photosensitizer. Three naphthylamines were examined and afforded desired C–N bond formation product in moderate yield. MDPI 2023-01-01 /pmc/articles/PMC9822123/ /pubmed/36615548 http://dx.doi.org/10.3390/molecules28010356 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Fan, Duona
Sabri, Ahmed
Sasai, Hiroaki
Takizawa, Shinobu
Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation
title Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation
title_full Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation
title_fullStr Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation
title_full_unstemmed Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation
title_short Metal-Free Aerobic C–N Bond Formation of Styrene and Arylamines via Photoactivated Electron Donor–Acceptor Complexation
title_sort metal-free aerobic c–n bond formation of styrene and arylamines via photoactivated electron donor–acceptor complexation
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9822123/
https://www.ncbi.nlm.nih.gov/pubmed/36615548
http://dx.doi.org/10.3390/molecules28010356
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