RIKEN Advanced Science Institute, 2-1, Hirosawa, Wako, Saitama 351-0198, Japan.
Chemistry. 2010 Oct 4;16(37):11311-9. doi: 10.1002/chem.201000511.
Instantaneous catalytic carbon-carbon bond-forming reactions were achieved in catalytic membrane-installed microchannel devices that have a polymeric palladium-complex membrane. The catalytic membrane-installed microchannel devices were provided inside the microchannels by means of coordinative and ionic molecular convolution at the interface between the organic and aqueous phases flowing laminarly, in which both non-crosslinked linear polymer ligands and palladium species dissolved. The palladium-catalyzed Suzuki-Miyaura reaction of aryl, heteroaryl, and alkenyl halides with arylboronic acids and sodium tetraarylborates was performed with the catalytic membrane-installed microchannel devices to give quantitative yields of biaryls, heterobiaryls, and aryl alkenes within 5 s of residence time in the defined channel region. These microchannel devices were applied to the instantaneous allylic arylation reaction of allylic esters with arylboron reagents under microflow conditions to afford the corresponding coupling products within 1 s of residence time.
在具有聚合钯配合物膜的催化膜安装微通道装置中实现了瞬时催化碳-碳键形成反应。通过在有机相与水相之间的层流界面处的配位和离子分子卷积,在微通道内提供了催化膜安装的微通道装置,其中溶解了未交联的线性聚合物配体和钯物种。在催化膜安装的微通道装置中进行了芳基、杂芳基和烯基卤化物与芳基硼酸和四芳基硼酸钠的钯催化 Suzuki-Miyaura 反应,在定义的通道区域内停留 5 秒即可定量得到联芳烃、杂联芳烃和芳基烯烃。这些微通道装置应用于在微流动条件下烯丙基酯与芳基硼试剂的瞬时烯丙基芳基化反应,在停留 1 秒内即可得到相应的偶联产物。