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Copper-Catalyzed Arylation of Olefins Using a Novel N,N-Bidentate TRAM-Based Ligand: Application in Synthesis of Functionalized Triarylmethanes[]**
ChemistrySelect ( IF 2.1 ) Pub Date : 2021-09-22 , DOI: 10.1002/slct.202102158
Raziyeh Hosseini 1 , Reza Ranjbar‐Karimi 1 , Kazem Mohammadiannejad 2
Affiliation  

3,3′-((phenylmethylene)bis(4-methoxy-3,1-phenylene))dipyridine L was used as a novel N,N-bidentate triarylmethane-based ligand in Mizoroki-Heck reactions. This air and moisture stable ligand was identified as a useful alternative to the commonly used phosphine ligands. The in-situ generated complex of L with Cu(OAc)2 showed excellent activity in cross coupling of aldehydes with olefins and a selected library of formylated olefins was prepared in high yields. The Friedel-Crafts alkylation of arenes with the derived olefins catalyzed by Fe(OTs)3 was also employed for the preparation of functionalized triarylmethanes. This alternative method offers several important advantages including mild reaction conditions, short reaction times, high yields, simple work-up procedure, and broad substrate scope.

中文翻译:

使用新型 N,N-二齿 TRAM 基配体铜催化烯烃芳基化:在功能化三芳基甲烷合成中的应用[]**

3,3'-((苯基亚甲基)双(4-甲氧基-3,1-亚苯基))二吡啶L在Mizoroki-Heck反应中用作新型N,N-二齿三芳基甲烷基配体。这种对空气和水分稳定的配体被确定为常用膦配体的有用替代品。L 与 Cu(OAc) 2的原位生成复合物在醛与烯烃的交叉偶联中表现出优异的活性,并且以高产率制备了选定的甲酰化烯烃库。Fe(OTs) 3催化芳烃与衍生烯烃的 Friedel-Crafts 烷基化也用于制备官能化的三芳基甲烷。这种替代方法提供了几个重要的优点,包括反应条件温和、反应时间短、收率高、后处理程序简单和底物范围广。
更新日期:2021-09-22
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