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Water-Soluble Dendrimers as Photochemical Reaction Media: Chemical Behavior of Singlet and Triplet Radical Pairs Inside Dendritic Reaction Cavities

Kaanumalle, Lakshmi S and Nithyanandhan, Jayaraj and Pattabiraman, Mahesh and Jayaraman, Narayanaswamy and Ramamurthy, V (2004) Water-Soluble Dendrimers as Photochemical Reaction Media: Chemical Behavior of Singlet and Triplet Radical Pairs Inside Dendritic Reaction Cavities. In: Journal of the American Chemical Society, 126 (29). pp. 8999-9006.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ja049492w

Abstract

Water-soluble poly(alkyl aryl ether) dendrimers have been explored for their use as hosts of organic substrates in aqueous media. Prototypical photoreactions, namely, photo Fries reaction of (a)1-naphthyl benzoate and (b) 1-naphthyl phenyl ester and R-cleavage reaction of (a) dibenzyl ketones and(b) benzoin alkyl ethers, have been examined. We find that a dendritic microenvironment not only restricts the mobility of radical intermediates but also rigidly encapsulates the substrate, intermediates, and products from leaking to the bulk environment. Comparative studies of the same photoreactions in micellar media demonstrate that dendritic media offer much better constrainment than the micelles.

Item Type: Journal Article
Additional Information: Copyright for this article belongs to American Chemical Society.
Keywords: Photo-Fries Rearrangements;Absolute Rate Constants;Bile-Salt Micelles;Magnetic Isotope;Polyethylene Films;Sodium Cholate;1-Naphthyl Phenylacylates;Surface Photochemistry;Claisen Rearrangements;Starburst Dendrimers
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 25 Aug 2008
Last Modified: 16 Jan 2012 09:54
URI: http://eprints.iisc.ernet.in/id/eprint/2159

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