%A Mohit Tyagi
%A Nikhil Taxak
%A Prasad V Bharatam
%A Hemraj Nandanwar
%A K P Ravindranathan Kartha
%O Copyright of this article belongs to Elsevier.
%J Carbohydrate research
%T Mechanochemical click reaction as a tool for making carbohydrate-based triazole-linked self-assembling materials (CTSAMs).
%X Various glycosides in which glycosylated triazole residues are anchored on to a central phenyl ring have been prepared under green reaction conditions by a solvent-free mechanochemical method. Some of the glycosides exhibited the ability to form gels when in contact with long chain hydrocarbons, e.g. hexane, heptane and octane, and this property was phase-selective. Thus, from a mixture of hexane-water, the compounds preferably absorbed the alkane to form a gel. The gelation ability was found to increase with an increasing number of substituents on the phenyl ring but only up to tetra-substitution. The hexa-substituted phenyl derivative did not swell in the hydrocarbon solvents investigated. The spontaneous self-assembling properties of these compounds in hexane have been investigated by transmission electron microscopy (TEM). Molecular modelling was used to optimize the structural geometry of these carbohydrate-based triazole-linked self-assembling materials (CTSAMs) and to rationalize their behaviour.
%K CTSAMs; Mechanochemical click reaction; Nano bioorganomaterials; Organogelators
%P 137-47
%V 407
%D 2015
%I Elsevier
%L open1656