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 |
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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 journal › Article
}
TY - JOUR
T1 - Space Constrained Stereoselective Geometric Isomerization of 1,2-Diphenylcyclopropane and Stilbenes in an Aqueous Medium
AU - Raj, A. Mohan
AU - Sharma, Gaurav
AU - Prabhakar, Rajeev
AU - Ramamurthy, Vaidhyanathan
PY - 2019/7/5
Y1 - 2019/7/5
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85069270796&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85069270796&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.9b01176
DO - 10.1021/acs.orglett.9b01176
M3 - Article
C2 - 31247756
AN - SCOPUS:85069270796
VL - 21
SP - 5243
EP - 5247
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 13
ER -