Instantaneous catalytic carbon-carbon bond forming reactions were achieved in a microchannel reactor having a polymeric palladium complex membrane. The catalytic membrane was constructed inside the microchannel via self-assembling complexation at the interface between the organic and aqueous phases flowing laminarly, where non-cross-linked polymer-bound phosphine and ammonium tetrachloropalladate dissolved, respectively. A palladium-catalyzed coupling reaction of aryl halides and arylboronic acids was performed using the microchannel reactor to give quantitative yields of biaryls within 4 s of retention time in the defined channel region.

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.

Membrane. -It is found that the Suzuki-Miyaura cross-coupling can be performed successfully and rapidly in a microchannel reactor with a catalytic membrane. -(UOZUMI*, Y.; YAMADA, Y. M. A.; BEPPU, T.; FUKUYAMA, N.; UENO, M.; KITAMORI, T.; J. Am. Chem. Soc. 128 (2006) 50, 15994-15995; Inst. Mol. Sci., Grad. Univ. Adv. Stud., Myodaiji, Okazaki 444, Japan; Eng.) -Jannicke 17-087