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Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters
Here, an unprecedented ligand and counteranion-controlled and site-selectivity switchable direct C–H bond functionalization of unprotected naphthols with α-aryl-α-diazoesters was developed. In this transformation, site selectivities are realized by turning on/off the coordination between metal compl...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6615435/ https://www.ncbi.nlm.nih.gov/pubmed/31367307 http://dx.doi.org/10.1039/c9sc01657k |
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author | Yu, Zhunzhun Li, Yongfeng Zhang, Peichao Liu, Lu Zhang, Junliang |
author_facet | Yu, Zhunzhun Li, Yongfeng Zhang, Peichao Liu, Lu Zhang, Junliang |
author_sort | Yu, Zhunzhun |
collection | PubMed |
description | Here, an unprecedented ligand and counteranion-controlled and site-selectivity switchable direct C–H bond functionalization of unprotected naphthols with α-aryl-α-diazoesters was developed. In this transformation, site selectivities are realized by turning on/off the coordination between metal complexes and hydroxy groups. The preliminary mechanism revealed that the interaction between the hydroxy group and gold catalyst plays a key role in switching the site-selectivity of gold-carbene. This protocol potentially provides a novel design for C–H bond functionalization. |
format | Online Article Text |
id | pubmed-6615435 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-66154352019-07-31 Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters Yu, Zhunzhun Li, Yongfeng Zhang, Peichao Liu, Lu Zhang, Junliang Chem Sci Chemistry Here, an unprecedented ligand and counteranion-controlled and site-selectivity switchable direct C–H bond functionalization of unprotected naphthols with α-aryl-α-diazoesters was developed. In this transformation, site selectivities are realized by turning on/off the coordination between metal complexes and hydroxy groups. The preliminary mechanism revealed that the interaction between the hydroxy group and gold catalyst plays a key role in switching the site-selectivity of gold-carbene. This protocol potentially provides a novel design for C–H bond functionalization. Royal Society of Chemistry 2019-05-27 /pmc/articles/PMC6615435/ /pubmed/31367307 http://dx.doi.org/10.1039/c9sc01657k Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0) |
spellingShingle | Chemistry Yu, Zhunzhun Li, Yongfeng Zhang, Peichao Liu, Lu Zhang, Junliang Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters |
title | Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters
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title_full | Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters
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title_fullStr | Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters
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title_full_unstemmed | Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters
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title_short | Ligand and counteranion enabled regiodivergent C–H bond functionalization of naphthols with α-aryl-α-diazoesters
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title_sort | ligand and counteranion enabled regiodivergent c–h bond functionalization of naphthols with α-aryl-α-diazoesters |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6615435/ https://www.ncbi.nlm.nih.gov/pubmed/31367307 http://dx.doi.org/10.1039/c9sc01657k |
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