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 language | English (US) |
|---|---|
| Pages (from-to) | 5243-5247 |
| Number of pages | 5 |
| Journal | Organic letters |
| Volume | 21 |
| Issue number | 13 |
| DOIs | |
| State | Published - Jul 5 2019 |
ASJC Scopus subject areas
- Biochemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
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Raj, A. M., Sharma, G., Prabhakar, R., & Ramamurthy, V. (2019). Space Constrained Stereoselective Geometric Isomerization of 1,2-Diphenylcyclopropane and Stilbenes in an Aqueous Medium. Organic letters, 21(13), 5243-5247. https://doi.org/10.1021/acs.orglett.9b01176