钠催化的傅克反应及反应机理研究。
Sodium-Catalyzed Friedel-Crafts Reactions and Mechanistic Insight.
机构信息
Department of Chemistry , University of California , One Shields Avenue , Davis , California 95616 , United States.
出版信息
Org Lett. 2019 Jun 7;21(11):3877-3881. doi: 10.1021/acs.orglett.9b00747. Epub 2019 May 13.
Sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (NaBArF) demonstrates catalytic activity for Friedel-Crafts addition reactions of phenolic and other aromatic nucleophiles to trans-β-nitrostyrene. Solubility studies demonstrate a chelating effect between the Na cation and the nitro group of trans-β-nitrostyrene as the basis for catalytic activation. Mechanistic studies are presented, including a comparison with other sodium salts, additive effects, and reaction progress kinetics analysis using F NMR spectroscopy.
四[3,5-双(三氟甲基)苯基]硼酸钠（NaBArF）对酚类和其他芳族亲核试剂与反式-β-硝基苯乙烯的傅-克加成反应表现出催化活性。溶解度研究表明，Na 阳离子与反式-β-硝基苯乙烯的硝基之间存在螯合作用，这是催化活化的基础。提出了机理研究，包括与其他钠盐的比较、添加剂效应以及使用 F NMR 光谱法进行反应进度动力学分析。
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