Amphiphilic homopolymer as a reaction medium in water: Product selectivity within polymeric nanopockets

Selvanathan Arumugam, Dharma Rao Vutukuri, S. Thayumanavan, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

68 Citations (Scopus)

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, α-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.

Original languageEnglish
Pages (from-to)13200-13206
Number of pages7
JournalJournal of the American Chemical Society
Volume127
Issue number38
DOIs
StatePublished - Sep 28 2005

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Homopolymerization
Polymers
Water
Styrene
Benzoin
Ethers
Micelles
Substrates
Surface-Active Agents
Block copolymers
Esters
Surface active agents
Molecules

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Amphiphilic homopolymer as a reaction medium in water : Product selectivity within polymeric nanopockets. / Arumugam, Selvanathan; Vutukuri, Dharma Rao; Thayumanavan, S.; Ramamurthy, Vaidhyanathan.

In: Journal of the American Chemical Society, Vol. 127, No. 38, 28.09.2005, p. 13200-13206.

Research output: Contribution to journalArticle

Arumugam, Selvanathan ; Vutukuri, Dharma Rao ; Thayumanavan, S. ; Ramamurthy, Vaidhyanathan. / Amphiphilic homopolymer as a reaction medium in water : Product selectivity within polymeric nanopockets. In: Journal of the American Chemical Society. 2005 ; Vol. 127, No. 38. pp. 13200-13206.
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