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Fluorous Biphasic Esterification Directed towards Ultimate Atom Efficiency
Author(s) -
Xiang Jiannan,
Orita Akihiro,
Otera Junzo
Publication year - 2002
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20021104)41:21<4117::aid-anie4117>3.0.co;2-4
Subject(s) - atom (system on chip) , chemistry , combinatorial chemistry , stereochemistry , computer science , parallel computing
A perfectly selective esterification that discriminates between primary and sterically hindered or aromatic carboxylic acids occurs in the presence of the fluoroalkyldistannoxane [{Cl(C 6 F 13 CH 2 CH 2 ) 2 SnOSn(CH 2 CH 2 C 6 F 13 ) 2 Cl} 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.