Dendrimers as Photochemical Reaction Media. Photochemical Behavior of Unimolecular and Bimolecular Reactions in Water-Soluble Dendrimers

Kaanumalle, Lakshmi S and Ramesh, R and Maddipatla, Murthy VSN and Nithyanandhan, Jayaraj and Jayaraman, Narayanaswamy and Ramamurthy, V (2005) Dendrimers as Photochemical Reaction Media. Photochemical Behavior of Unimolecular and Bimolecular Reactions in Water-Soluble Dendrimers. In: Journal of Organic Chemistry, 70 (13). pp. 5062-5069.

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Abstract

Synthesis and studies of poly(alkyl aryl ether) dendrimers, possessing carboxylic acid functionalities at their peripheries, are reported. 5-Bromopentyloxy methylisophthalate was utilized as the monomer to O-alkylate the phenolic hydroxyl groups of poly(alkyl aryl ether) dendrimers. Dendrimers of first, second, and third generations, possessing 6, 12, and 24 carboxylic acids, respectively, were thus prepared. These dendrimers were soluble in alkaline aqueous solutions, and the ensuing microenvironmental properties of the aqueous solutions were assessed by pyrene solubilization studies. Upon establishing the presence of nonpolar microenvironments within the dendritic structures, solubilizations of few organic substrates were conducted and their photochemical behaviors were assessed. Specifically, the photolysis of 1-phenyl-3-p-tolyl-propan-2-one and benzoin ethyl ether and photodimerization of acenaphthylene were conducted. These studies revealed that the product distribution and the "cage effect" were more distinct and efficient for the third generation dendrimer, than for the first and second generation dendrimers. The photochemical studies of carboxylic acid functionalized dendrimers were compared to that of hydroxyl group terminated poly(alkyl aryl ether) dendrimers.

Item Type:	Journal Article
Publication:	Journal of Organic Chemistry
Publisher:	American Chemical Society
Additional Information:	Copyright of this article belongs to American Chemical Society.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	24 Aug 2005
Last Modified:	07 Feb 2012 10:02
URI:	http://eprints.iisc.ac.in/id/eprint/3412

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