Space Constrained Stereoselective Geometric Isomerization of 1,2-Diphenylcyclopropane and Stilbenes in an Aqueous Medium

A. Mohan Raj, Gaurav Sharma, Rajeev Prabhakar, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

Abstract

Confinement provided by the reaction space alters the photostationary state isomer distribution during the geometric isomerization of excited 1,2-diphenylcyclopropane and stilbenes. The selectivity in 1,2-diphenylcyclopropane is suggested to result from the supramolecular steric hindrance exerted by the medium for the rotational motion. The alteration in the selectivity between a dimethyl and n-propyl substituted stilbenes is attributed to the medium influence on the location of the transition state on the ground state surface.

Original languageEnglish (US)
Pages (from-to)5243-5247
Number of pages5
JournalOrganic letters
Volume21
Issue number13
DOIs
StatePublished - Jul 5 2019

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Stilbenes
stilbene
Isomerization
isomerization
selectivity
Electron transitions
Isomers
Ground state
isomers
ground state
diphenylcyclopropane

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Space Constrained Stereoselective Geometric Isomerization of 1,2-Diphenylcyclopropane and Stilbenes in an Aqueous Medium. / Raj, A. Mohan; Sharma, Gaurav; Prabhakar, Rajeev; Ramamurthy, Vaidhyanathan.

In: Organic letters, Vol. 21, No. 13, 05.07.2019, p. 5243-5247.

Research output: Contribution to journalArticle

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