摘要/Abstract
钯催化碳硼烷基-3,6-二硼酸频哪醇酯与芳基溴化物反应,以中等的收率得到一系列硼顶点取代的3,6-双芳基-邻-碳硼烷.反应中使用(1,5-环辛二烯)二氯化钯/三环己基膦作为催化体系,可以避免钯催化芳基-芳基交换及直接硼氢键芳基化的副产物生成.反应路径包括氧化加成、离子交换、转金属以及还原消除过程.
关键词: 碳硼烷, 偶联反应, 钯, 碳硼烷基硼酸酯, 芳基溴化物
Palladium catalyzed cross-coupling of 3,6-(Bpin)2-o-carborane (Bpin=pinacolatoboryl) with aryl bromides has been achieved, leading to the formation of a series of B(3,6)-diarylated-o-carborane derivatives in moderate yields. In this reaction, PdCl2(cod)/tricyclohexylphosphine was used as catalyst to avoid the formation of palladium-catalyzed aryl-aryl exchange and direct B-H arylation by-products. A possible mechanism is proposed, involving a tandem sequence of oxidative addition, anion exchange, transmetalation, and reductive elimination.
Key words: carborane, coupling reaction, palladium, carboranyl boronate, aryl bromide
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