Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This co...
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sg-ntu-dr.10356-1599792022-07-07T01:42:23Z Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Carbamates Phenols Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This coppercatalyzed protocol proceeds with complete meta-selectivity and tolerates a variety of functional groups in both coupling partners. Computational studies have revealed that the reaction proceeded via a Heck-like pathway. Ministry of Education (MOE) Nanyang Technological University We gratefully acknowledge the financial support from Northwestern Polytechnical University (NPU), China, Tier 1 grant M4012045.110 (RG12/18-S) from the Ministry of Education of Singapore and Distinguished University Professor grant, Nanyang Technological University, Singapore. 2022-07-07T01:42:23Z 2022-07-07T01:42:23Z 2021 Journal Article Maraswami, M., Hirao, H. & Loh, T. (2021). Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols. ACS Catalysis, 11(4), 2302-2309. https://dx.doi.org/10.1021/acscatal.0c05481 2155-5435 https://hdl.handle.net/10356/159979 10.1021/acscatal.0c05481 2-s2.0-85101054343 4 11 2302 2309 en M4012045.110 (RG12/18-S) ACS Catalysis © 2021 American Chemical Society. All rights reserved. |
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Science::Chemistry Carbamates Phenols Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
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Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This coppercatalyzed protocol proceeds with complete meta-selectivity and tolerates a variety of functional groups in both coupling partners. Computational studies have revealed that the reaction proceeded via a Heck-like pathway. |
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School of Physical and Mathematical Sciences |
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School of Physical and Mathematical Sciences Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng |
format |
Article |
author |
Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng |
author_sort |
Maraswami, Manikantha |
title |
Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
title_short |
Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
title_full |
Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
title_fullStr |
Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
title_full_unstemmed |
Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
title_sort |
copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols |
publishDate |
2022 |
url |
https://hdl.handle.net/10356/159979 |
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1738844950942973952 |