Arumugam, Selvanathan ; Vutukuri, Dharma Rao ; Thayumanavan, S. ; Ramamurthy, V. (2005) Amphiphilic homopolymer as a reaction medium in water: product selectivity within polymeric nanopockets Journal of the American Chemical Society, 127 (38). pp. 13200-13206. ISSN 0002-7863
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Official URL: http://pubs.acs.org/doi/abs/10.1021/ja051107v
Related URL: http://dx.doi.org/10.1021/ja051107v
Abstract
A styrene-based water-soluble polymer has been explored for its use as a host for lipophilic substrates in aqueous medium. Unimolecular reactions, namely, photo-Fries rearrangement of naphthyl esters, a-cleavage reaction of 1-phenyl-3-p-tolyl-propan-2-one, and Norrish type I and type II reactions of benzoin alkyl ethers were examined. We find that the hydrophobic domains generated by the polymer not only restrict the mobility of the radicals but also modestly incarcerate the substrate, intermediates, and products during the time scale of the reactions. Comparative studies of the same photoreactions in micelles formed from small molecule surfactants and an amphiphilic diblock copolymer demonstrate that the styrene-based water-soluble polymer aggregates in aqueous medium offer better selectivity.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 55909 |
| Deposited On: | 19 Aug 2011 07:48 |
| Last Modified: | 19 Aug 2011 07:48 |
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