Tripodal Bile Acid Architectures Based on a Triarylphosphine Oxide Core Obtained by Copper-Catalysed 1,3]-Dipolar Cycloaddition: Synthesis and Preliminary Aggregation Studies

Thota, Bala NS and Savyasachi, Aramballi J and Lukashev, Nikolay and Beletskaya, Irina and Maitra, Uday (2014) Tripodal Bile Acid Architectures Based on a Triarylphosphine Oxide Core Obtained by Copper-Catalysed 1,3]-Dipolar Cycloaddition: Synthesis and Preliminary Aggregation Studies. In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014 (7). pp. 1406-1415.

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Abstract

We report the synthesis and aggregation behaviour of new water-soluble, bile acid derived tripodal architectures based on a core derived from triphenylphosphine oxide. We employed the well-established copper-catalysed 1,3]-dipolar cycloaddition (CuAAC) for the construction of these tripodal molecules. The aggregation behaviour of these molecules in aqueous media was studied by different analytical methods such as dye solubilisation, dynamic light scattering, NMR and AFM. These molecular architectures also offer an additional advantage in aiding understanding of the influence of the nature of the bile acid backbone and of the configuration at the steroid C-3 position in these architectures; to the best of our knowledge this has not been reported in the literature. The unique gelation properties of the -derivatives were explained through molecular modelling studies and the mechanical behaviour of these gels was studied by rheology experiments.

Item Type:	Journal Article
Publication:	EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Publisher:	WILEY-V C H VERLAG GMBH
Additional Information:	Copyright for this article belongs to the WILEY-V C H VERLAG GMBH,GERMANY
Keywords:	Tripodal molecules; Aggregation; Amphiphiles; Gels; Click chemistry; Bile acids
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	11 Apr 2014 09:58
Last Modified:	11 Apr 2014 09:58
URI:	http://eprints.iisc.ac.in/id/eprint/48835

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