Abstract
Highly regioselective photooxidation of methyl cycloalkenes has been performed in an aqueous medium by selectively blocking two of the three allylic hydrogens through supramolecular steric effect. Hydrophobic, steric, and weak intermolecular C-H-π interactions are suggested to be responsible for the specific orientation of the olefin within a water-soluble, deep-cavity cavitand with eight carboxylic acid groups.
| Original language | English |
|---|---|
| Pages (from-to) | 4132-4133 |
| Number of pages | 2 |
| Journal | Journal of the American Chemical Society |
| Volume | 129 |
| Issue number | 14 |
| DOIs | |
| State | Published - Apr 11 2007 |
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ASJC Scopus subject areas
- Chemistry(all)
Cite this
Controlling photoreactions with restricted spaces and weak intermolecular forces : Exquisite selectivity during oxidation of olefins by singlet oxygen. / Natarajan, Arunkumar; Kaanumalle, Lakshmi S.; Jockusch, Steffen; Gibb, Corinne L D; Gibb, Bruce C.; Turro, Nicholas J.; Ramamurthy, Vaidhyanathan.
In: Journal of the American Chemical Society, Vol. 129, No. 14, 11.04.2007, p. 4132-4133.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Controlling photoreactions with restricted spaces and weak intermolecular forces
T2 - Exquisite selectivity during oxidation of olefins by singlet oxygen
AU - Natarajan, Arunkumar
AU - Kaanumalle, Lakshmi S.
AU - Jockusch, Steffen
AU - Gibb, Corinne L D
AU - Gibb, Bruce C.
AU - Turro, Nicholas J.
AU - Ramamurthy, Vaidhyanathan
PY - 2007/4/11
Y1 - 2007/4/11
N2 - Highly regioselective photooxidation of methyl cycloalkenes has been performed in an aqueous medium by selectively blocking two of the three allylic hydrogens through supramolecular steric effect. Hydrophobic, steric, and weak intermolecular C-H-π interactions are suggested to be responsible for the specific orientation of the olefin within a water-soluble, deep-cavity cavitand with eight carboxylic acid groups.
AB - Highly regioselective photooxidation of methyl cycloalkenes has been performed in an aqueous medium by selectively blocking two of the three allylic hydrogens through supramolecular steric effect. Hydrophobic, steric, and weak intermolecular C-H-π interactions are suggested to be responsible for the specific orientation of the olefin within a water-soluble, deep-cavity cavitand with eight carboxylic acid groups.
UR - http://www.scopus.com/inward/record.url?scp=34247157379&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=34247157379&partnerID=8YFLogxK
U2 - 10.1021/ja070086x
DO - 10.1021/ja070086x
M3 - Article
C2 - 17362015
AN - SCOPUS:34247157379
VL - 129
SP - 4132
EP - 4133
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
IS - 14
ER -