Non-C2-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls

A novel non-C2-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 bri...

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Autores principales:	Yen-Hsin Chen, Shu-Jyun Huang, Tung-Yu Hsu, Pei-Yu Hung, Ting-Rong Wei, Dong-Sheng Lee, Ta-Jung Lu
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	<i>bis</i>-benzimidazolium salt sterically hindered biaryls non-C<sub>2</sub>-symmetric Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/d1e1d04f4b0c41ab8fbd49198de85f04
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spelling	oai:doaj.org-article:d1e1d04f4b0c41ab8fbd49198de85f042021-11-11T18:39:25ZNon-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls10.3390/molecules262167031420-3049https://doaj.org/article/d1e1d04f4b0c41ab8fbd49198de85f042021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6703https://doaj.org/toc/1420-3049A novel non-C<sub>2</sub>-symmetric <i>bis</i>-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of <i>bis</i>-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(<i>sp</i><sup>2</sup>)–C(<i>sp</i><sup>2</sup>) 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.Yen-Hsin ChenShu-Jyun HuangTung-Yu HsuPei-Yu HungTing-Rong WeiDong-Sheng LeeTa-Jung LuMDPI AGarticle<i>bis</i>-benzimidazolium saltsterically hindered biarylsnon-C<sub>2</sub>-symmetricOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6703, p 6703 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	<i>bis</i>-benzimidazolium salt sterically hindered biaryls non-C<sub>2</sub>-symmetric Organic chemistry QD241-441
spellingShingle	<i>bis</i>-benzimidazolium salt sterically hindered biaryls non-C<sub>2</sub>-symmetric Organic chemistry QD241-441 Yen-Hsin Chen Shu-Jyun Huang Tung-Yu Hsu Pei-Yu Hung Ting-Rong Wei Dong-Sheng Lee Ta-Jung Lu Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
description	A novel non-C<sub>2</sub>-symmetric <i>bis</i>-benzimidazolium salt derived from (±)-valinol has been prepared by a simple and straightforward process in good yield. The structure of <i>bis</i>-benzimidazolium salt provided a bulky steric group on the ethylene bridge; which facilitates the catalytic efficacy in the C(<i>sp</i><sup>2</sup>)–C(<i>sp</i><sup>2</sup>) 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	article
author	Yen-Hsin Chen Shu-Jyun Huang Tung-Yu Hsu Pei-Yu Hung Ting-Rong Wei Dong-Sheng Lee Ta-Jung Lu
author_facet	Yen-Hsin Chen Shu-Jyun Huang Tung-Yu Hsu Pei-Yu Hung Ting-Rong Wei Dong-Sheng Lee Ta-Jung Lu
author_sort	Yen-Hsin Chen
title	Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
title_short	Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
title_full	Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
title_fullStr	Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
title_full_unstemmed	Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
title_sort	non-c<sub>2</sub>-symmetric <i>bis</i>-benzimidazolium salt applied in the synthesis of sterically hindered biaryls
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/d1e1d04f4b0c41ab8fbd49198de85f04
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Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls

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