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Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
A novel non-C(2)-symmetric bis-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of bis-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(sp(2...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8588361/ https://www.ncbi.nlm.nih.gov/pubmed/34771121 http://dx.doi.org/10.3390/molecules26216703 |
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author | Chen, Yen-Hsin Huang, Shu-Jyun Hsu, Tung-Yu Hung, Pei-Yu Wei, Ting-Rong Lee, Dong-Sheng Lu, Ta-Jung |
author_facet | Chen, Yen-Hsin Huang, Shu-Jyun Hsu, Tung-Yu Hung, Pei-Yu Wei, Ting-Rong Lee, Dong-Sheng Lu, Ta-Jung |
author_sort | Chen, Yen-Hsin |
collection | PubMed |
description | A novel non-C(2)-symmetric bis-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of bis-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(sp(2))–C(sp(2)) formation. Its catalytic activity in Suzuki–Miyaura cross-coupling reaction of unactivated aryl chlorides has been found to have high efficacy in 1 mol% Pd loading. This protocol demonstrated the potential on the synthesis of sterically hindered biaryls. |
format | Online Article Text |
id | pubmed-8588361 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-85883612021-11-13 Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls Chen, Yen-Hsin Huang, Shu-Jyun Hsu, Tung-Yu Hung, Pei-Yu Wei, Ting-Rong Lee, Dong-Sheng Lu, Ta-Jung Molecules Article A novel non-C(2)-symmetric bis-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of bis-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(sp(2))–C(sp(2)) formation. Its catalytic activity in Suzuki–Miyaura cross-coupling reaction of unactivated aryl chlorides has been found to have high efficacy in 1 mol% Pd loading. This protocol demonstrated the potential on the synthesis of sterically hindered biaryls. MDPI 2021-11-05 /pmc/articles/PMC8588361/ /pubmed/34771121 http://dx.doi.org/10.3390/molecules26216703 Text en © 2021 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 Chen, Yen-Hsin Huang, Shu-Jyun Hsu, Tung-Yu Hung, Pei-Yu Wei, Ting-Rong Lee, Dong-Sheng Lu, Ta-Jung Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls |
title | Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls |
title_full | Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls |
title_fullStr | Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls |
title_full_unstemmed | Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls |
title_short | Non-C(2)-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls |
title_sort | non-c(2)-symmetric bis-benzimidazolium salt applied in the synthesis of sterically hindered biaryls |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8588361/ https://www.ncbi.nlm.nih.gov/pubmed/34771121 http://dx.doi.org/10.3390/molecules26216703 |
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