Tetrahedron Letters 2014-08-01

Synthesis of 5-Substituted Derivatives of Isophthalic Acid as Non-Polymeric Amphiphilic Coating for Metal Oxide Nanoparticles.

Denis Nilov, Pavel Kucheryavy, Verina Walker, Clayton Kidd, VladimirL Kolesnichenko, GalinaZ Goloverda

Index: Tetrahedron Lett. 55(36) , 5078-5081, (2014)

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Abstract

In the course of development of novel capping ligands with variable steric factor, which will be used as an organic coating for metal oxide nanoparticles, a base-catalyzed nucleophilic oxirane ring-opening addition reaction between dimethyl 5-hydroxyisophthalate and allyl glycidyl ether was studied. The allyl-terminated 1-1, 1-2 and 1-3 adducts and dihydroxylated derivative of the 1-1 adduct, 5-diglyceroxy isophthalic acid, were synthesized. The latter binds to the surface of 5 nm _-Fe2O3 nanoparticles in reaction with their surfactant-free diethylene glycol colloids.