Generation and reactions of o-bromophenyllithium without benzyne formation using a microreactor
Generation and reactions of o-bromophenyllithium without benzyne formation using a microreactor
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DOI：
10.1021/ja068330s
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发表时间：
2007-03-21
影响因子：
15
通讯作者：
Yoshida, Jun-ichi
中科院分区：
文献类型：
--
作者：
Usutani, Hirotsugu;Tomida, Yutaka;Yoshida, Jun-ichi
微流系统被发现是对涉及高度不稳定的中间体如邻溴苯基锂的反应进行机理研究的有力工具，众所周知，即使在-78℃的温度下，邻溴苯基锂也会非常迅速地分解为苯。在此基础上，利用微流控系统实现了邻二溴苯的溴-锂交换反应，随后与亲电试剂发生了不生成苯的反应。在由四个微混合器和四个微管反应器组成的微系统中，邻二溴苯中的两个溴原子依次与溴-锂交换反应，然后与亲电试剂发生反应。
Microflow systems were found to serve as powerful tools for mechanistic studies on reactions involving highly unstable intermediates such as o-bromophenyllithium, which is known to decompose to benzyne very quickly even at -78 degrees C. Precise residence time control and precise temperature control of microsystems are responsible. Based on the information thus obtained, the Br-Li exchange reaction of o-dibromobenzene followed by reactions with electrophiles without benzyne formation was achieved using a microflow system. Sequential use of two bromine atoms in o-dibromobenzene with Br-Li exchange reactions followed by the reactions with electrophiles using the microsystem consisting of four micromixers and four microtube reactors was also accomplished.