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|Title:||Silica-attached molecular receptor complexes for benzoates and naphthoates|
|Citation:||Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2010; 68(3-4):261-270|
|Publisher:||Kluwer Academic Publ|
|Jozef A. Z. Hodyl, Stephen F. Lincoln and Kevin P. Wainwright|
|Abstract:||A series of cyclen (1,4,7,10-tetraazacyclododecane) derived molecular receptors for aromatic oxoanions, that are activated by complexation with Cd(II), have been covalently linked to 3-(glycidoxy)propyl-functionalised silica gel (70–230 mesh). These immobilised receptor complexes are highly effective for the sequestration of o-hydroxybenzoates and 2-naphthoate from aqueous solution, achieving a >80% saturation level by stirring the material in the aqueous solution for 1 h at pH 7.00 and 298 K. Examination of the uptake levels of a variety of different benzoates and naphthoates suggests that the retention mechanism involves a combination of classical hydrogen bonding and non-classical, water mediated, O–H···π hydrogen bonding. Contrary to expectations, attachment of hydroxy terminated polyether chains to the periphery of the receptor complex diminished the level of uptake.|
|Keywords:||Inclusion complex; Hydroxybenzoates; Naphthoates; Cyclen derivatives; Silica attachment|
|Rights:||© Springer Science+Business Media B.V. 2010|
|Appears in Collections:||Chemistry publications|
Environment Institute publications
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