Supramolecular control during triplet sensitized geometric isomerization of stilbenes encapsulated in a water soluble organic capsule

S. R. Samanta, A. Parthasarathy, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

Triplet sensitized photoisomerization of several stilbenes included within a water-soluble organic capsule has been investigated. In this study octa acid that self assembles in the presence of hydrophobic guest molecules to form a host-guest complex is utilized to solubilize hydrophobic stilbenes and triplet sensitizers in water, and to provide confinement during the geometric isomerization of included olefins. By monitoring the steady state and time resolved room temperature phosphorescence from 4,4′-dimethylbenzil in the presence of acceptor stilbenes and their nitrogen analogues (stilbazole and bispyridyl ethylene) we have been able to establish that triplet-triplet energy transfer occurs between encapsulated donors and encapsulated (or free) acceptors. The mechanism of the energy transfer process is yet to be fully understood although a similar phenomenon has been reported earlier in the literature with Cram's hemicarcerand as the host. The photostationary state composition of cis and trans isomers within the OA capsule is dependent on the relative binding strength of the two isomers with the OA capsule. Further investigation is needed to fully exploit the interesting observations made here to steer the photoisomerization towards a single isomer.

Original languageEnglish
Pages (from-to)1652-1660
Number of pages9
JournalPhotochemical and Photobiological Sciences
Volume11
Issue number11
DOIs
StatePublished - Nov 1 2012

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Stilbenes
stilbene
capsules
Isomerization
Isomers
isomerization
Capsules
Photoisomerization
isomers
Energy transfer
Water
energy transfer
water
Phosphorescence
Alkenes
phosphorescence
alkenes
ethylene
Nitrogen
analogs

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry

Cite this

Supramolecular control during triplet sensitized geometric isomerization of stilbenes encapsulated in a water soluble organic capsule. / Samanta, S. R.; Parthasarathy, A.; Ramamurthy, Vaidhyanathan.

In: Photochemical and Photobiological Sciences, Vol. 11, No. 11, 01.11.2012, p. 1652-1660.

Research output: Contribution to journalArticle

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