Water-soluble dendrimers as photochemical reaction media

Chemical behavior of singlet and triplet radical pairs inside dendritic reaction cavities

Lakshmi S. Kaanumalle, Jayaraj Nithyanandhan, Mahesh Pattabiraman, Narayanaswamy Jayaraman, V. Ramamurthy

Research output: Contribution to journalArticle

64 Citations (Scopus)

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 α-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.

Original languageEnglish (US)
Pages (from-to)8999-9006
Number of pages8
JournalJournal of the American Chemical Society
Volume126
Issue number29
DOIs
StatePublished - Jul 28 2004

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Benzoin
Dendrimers
Ethers
Photochemical reactions
Benzoates
Micelles
Ketones
Ether
Esters
Water
Substrates

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Water-soluble dendrimers as photochemical reaction media : Chemical behavior of singlet and triplet radical pairs inside dendritic reaction cavities. / Kaanumalle, Lakshmi S.; Nithyanandhan, Jayaraj; Pattabiraman, Mahesh; Jayaraman, Narayanaswamy; Ramamurthy, V.

In: Journal of the American Chemical Society, Vol. 126, No. 29, 28.07.2004, p. 8999-9006.

Research output: Contribution to journalArticle

Kaanumalle, Lakshmi S. ; Nithyanandhan, Jayaraj ; Pattabiraman, Mahesh ; Jayaraman, Narayanaswamy ; Ramamurthy, V. / 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. 2004 ; Vol. 126, No. 29. pp. 8999-9006.
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