Controlling photochemical geometric isomerization of a stilbene and dimerization of a styrene using a confined reaction cavity in water

Anand Parthasarathy; Lakshmi S. Kaanumalle; V. Ramamurthy

doi:10.1021/ol702322u

Controlling photochemical geometric isomerization of a stilbene and dimerization of a styrene using a confined reaction cavity in water

Anand Parthasarathy, Lakshmi S. Kaanumalle, V. Ramamurthy

Chemistry

Research output: Contribution to journal › Article › peer-review

55 Scopus citations

Abstract

Utility of a water-soluble deep cavity cavitand, octa acid, as a reaction medium is illustrated by carrying out photochemical reactions of a stilbene and a styrene included within the octa acid in water. Geometric isomerization of trans-4,4′-dimethyl stilbene is restricted while dimerization of 4-methyl styrene is facilitated within the octa acid cavity. The excited-state chemistry of both systems is different in this medium from that in organic solvents. The change in chemistry is attributed to the supramolecular effects provided by the host cavity.

Original language	English (US)
Pages (from-to)	5059-5062
Number of pages	4
Journal	Organic letters
Volume	9
Issue number	24
DOIs	https://doi.org/10.1021/ol702322u
State	Published - Nov 22 2007

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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AU - Parthasarathy, Anand

AU - Kaanumalle, Lakshmi S.

AU - Ramamurthy, V.

PY - 2007/11/22

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N2 - Utility of a water-soluble deep cavity cavitand, octa acid, as a reaction medium is illustrated by carrying out photochemical reactions of a stilbene and a styrene included within the octa acid in water. Geometric isomerization of trans-4,4′-dimethyl stilbene is restricted while dimerization of 4-methyl styrene is facilitated within the octa acid cavity. The excited-state chemistry of both systems is different in this medium from that in organic solvents. The change in chemistry is attributed to the supramolecular effects provided by the host cavity.

AB - Utility of a water-soluble deep cavity cavitand, octa acid, as a reaction medium is illustrated by carrying out photochemical reactions of a stilbene and a styrene included within the octa acid in water. Geometric isomerization of trans-4,4′-dimethyl stilbene is restricted while dimerization of 4-methyl styrene is facilitated within the octa acid cavity. The excited-state chemistry of both systems is different in this medium from that in organic solvents. The change in chemistry is attributed to the supramolecular effects provided by the host cavity.

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