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Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis
Nitrogen-containing organic compounds possess the most important status in drug molecules and agricultural chemicals. More than 80% currently used drugs have at least a C-N bond. The green and mild methodology to prepare diverse C-N bonds to replace traditional harsh preparation protocols is always...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759479/ https://www.ncbi.nlm.nih.gov/pubmed/31620428 http://dx.doi.org/10.3389/fchem.2019.00635 |
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author | Ma, Dongge Zhai, Shan Wang, Yi Liu, Anan Chen, Chuncheng |
author_facet | Ma, Dongge Zhai, Shan Wang, Yi Liu, Anan Chen, Chuncheng |
author_sort | Ma, Dongge |
collection | PubMed |
description | Nitrogen-containing organic compounds possess the most important status in drug molecules and agricultural chemicals. More than 80% currently used drugs have at least a C-N bond. The green and mild methodology to prepare diverse C-N bonds to replace traditional harsh preparation protocols is always a hotspot in modern synthetic chemistry. TiO(2)-based nanomaterials, considered as environmentally benign, stable, and powerful photocatalysts, have recently been applied in some certain challenging organic synthesis including construction of useful C-N compounds under mild conditions that are impossible to complete by conventional catalysis. This mini review would present state-of-the-art paragon examples of TiO(2) photocatalyzed C-N bond formations. The discussion would be divided into two main sections: (1) N-alkylation of amines and (2) C-N formation in heterocycle synthesis. Especially, the mechanism of TiO(2) photocatalytic C-N bond formation through activating alcohol into C=O by photo-induced hole followed by C=NH-R formation and finally hydrogenating C=NH-R into C-N bonds by combination of photo-induced electron/H(+) assisted with loaded-Pt would be covered in detail. We believe that the mini-review will bring new insights into TiO(2) photocatalysis applied to construct challenging organic compounds through enabling photo-induced hole and electron in a concerted way on coupling two substrate molecules together with respect to their conventionally independent catalysis behavior. |
format | Online Article Text |
id | pubmed-6759479 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-67594792019-10-16 Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis Ma, Dongge Zhai, Shan Wang, Yi Liu, Anan Chen, Chuncheng Front Chem Chemistry Nitrogen-containing organic compounds possess the most important status in drug molecules and agricultural chemicals. More than 80% currently used drugs have at least a C-N bond. The green and mild methodology to prepare diverse C-N bonds to replace traditional harsh preparation protocols is always a hotspot in modern synthetic chemistry. TiO(2)-based nanomaterials, considered as environmentally benign, stable, and powerful photocatalysts, have recently been applied in some certain challenging organic synthesis including construction of useful C-N compounds under mild conditions that are impossible to complete by conventional catalysis. This mini review would present state-of-the-art paragon examples of TiO(2) photocatalyzed C-N bond formations. The discussion would be divided into two main sections: (1) N-alkylation of amines and (2) C-N formation in heterocycle synthesis. Especially, the mechanism of TiO(2) photocatalytic C-N bond formation through activating alcohol into C=O by photo-induced hole followed by C=NH-R formation and finally hydrogenating C=NH-R into C-N bonds by combination of photo-induced electron/H(+) assisted with loaded-Pt would be covered in detail. We believe that the mini-review will bring new insights into TiO(2) photocatalysis applied to construct challenging organic compounds through enabling photo-induced hole and electron in a concerted way on coupling two substrate molecules together with respect to their conventionally independent catalysis behavior. Frontiers Media S.A. 2019-09-18 /pmc/articles/PMC6759479/ /pubmed/31620428 http://dx.doi.org/10.3389/fchem.2019.00635 Text en Copyright © 2019 Ma, Zhai, Wang, Liu and Chen. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Chemistry Ma, Dongge Zhai, Shan Wang, Yi Liu, Anan Chen, Chuncheng Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis |
title | Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis |
title_full | Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis |
title_fullStr | Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis |
title_full_unstemmed | Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis |
title_short | Synthetic Approaches for C-N Bonds by TiO(2) Photocatalysis |
title_sort | synthetic approaches for c-n bonds by tio(2) photocatalysis |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6759479/ https://www.ncbi.nlm.nih.gov/pubmed/31620428 http://dx.doi.org/10.3389/fchem.2019.00635 |
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