Non-C<sub>2</sub>-Symmetric <i>Bis</i>-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls

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 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
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Acceso en línea:https://doaj.org/article/d1e1d04f4b0c41ab8fbd49198de85f04
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Sumario: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.