Title of article :
A new fluorous/organic amphiphilic ether solvent, F-626: execution of fluorous and high temperature classical reactions with convenient biphase workup to separate product from high boiling solvent
Author/Authors :
Hiroshi Matsubara، نويسنده , , Shinji Yasuda، نويسنده , , Hiroyuki Sugiyama، نويسنده , , Ilhyong Ryu، نويسنده , , Yasuyuki Fujii، نويسنده , , Katsumi Kita، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2002
Abstract :
A new fluorous/organic amphiphilic ether solvent, 1H,1H,2H,2H-perfluorooctyl 1,3-dimethylbutyl ether (F-626), is introduced. The basic properties of F-626, especially the partition coefficients with organic solvents/FC-72 (perfluorohexane), were investigated. F-626 was easy to remove by fluorous biphase treatment. Using F-626 as a solvent, LAH reduction, catalytic hydrogenation, and fluorous reductive radical reactions were successful. Classical high temperature reactions up to 200°C, such as the Vilsmeier formylation, the Wolff–Kishner reduction, and the Diels–Alder reaction, were also examined in F-626. The yields of the products in F-626 were almost comparable with those conducted in common organic solvents, which prove that F-626 has the potential to be an easily recyclable high boiling solvent.
Keywords :
amphiphilic solvent , fluorous ether , high-temperature reaction , fluorous tin hydride , biphase treatment , Carbonylation , Vilsmeier formylation , Wolff–Kishner reduction , Diels–Alder reaction
Journal title :
Tetrahedron
Journal title :
Tetrahedron