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A Deep, Water‐Soluble Cavitand Acts as a Phase‐Transfer Catalyst for Hydrophobic Species
Author(s) -
Hooley Richard J.,
Biros Shan M.,
Rebek Julius
Publication year - 2006
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/anie.200600405
Subject(s) - cavitand , chemistry , aqueous solution , phase (matter) , solubility , catalysis , water soluble , aqueous two phase system , hydrophobic effect , combinatorial chemistry , organic chemistry , chemical engineering , supramolecular chemistry , molecule , engineering
Overcoming inhibition : A deep, water‐soluble cavitand has been shown to extract various N ‐substituted maleimides into aqueous solution through the hydrophobic effect. These complexes react with a water‐soluble thiol to confer water solubility to the product, thus leading to a drastic reduction in binding affinity and allowing this system to function as a phase‐transfer catalyst.