28049-00-5Relevant academic research and scientific papers
Fluorous biphasic esterification directed towards ultimate atom efficiency
Xiang, Jiannan,Orita, Akihiro,Otera, Junzo
, p. 4117 - 4119 (2002)
Aperfectly selective esterification that discriminates between primary and sterically hindered or aromatic carboxylic acids occurs in the presence of the fluoroalkyldistannoxane [{Cl(C6F13CH2 CH2)2SnOSn(CH2CH2 -C6F13)2Cl}2] (1). The reaction gives 100% yield with a strict 1:1 ratio of the carboxylic acid and alcohol reactants, and the catalyst can be recycled without any loss of activity.
Fluoroalkyldistannoxane Catalysts for Transesterification in Fluorous Biphase Technology
Xiang, Jiannan,Orita, Akihiro,Otera, Junzo
, p. 84 - 90 (2007/10/03)
Novel, practical protocols of transesterification have been advanced with recourse to fluorous biphase technology. The fluoroalkyldistannoxane catalysts enable transesterification in FC-72 solvent to furnish 100% yields of the desired esters by use of reactants ester and alcohol in a 1:1 ratio. The catalysts also work in FC-72/organic solvent system as well as in toluene alone. A number of esters and alcohols bearing various functional groups are employable. The catalysts can be totally recovered and reused. More conveniently, the catalyst solution in FC-72 which is separated from the reaction mixture is directly used for the next reaction.
A practical and green chemical process: Fluoroalkyldistannoxane-catalyzed biphasic transesterification
Xiang, Jiannan,Toyoshima, Shinji,Orita, Akihiro,Otera, Junzo
, p. 3670 - 3672 (2007/10/03)
There is no need for the recovery of the catalyst in the fluorous biphasic transesterification catalyzed by [{Cl(C6F13CH2CH2)2 SnOSn(C6F13CH2CH2) 2Cl}2] (1; see scheme), which results in quantitative conversions and yields. An FC-72 solution of the dimeric flouroalkyldistannoxane 1 can be recycled repeatedly without having to recover the neat catalyst.
