Abstract
Organized media such as micelles have shown great promise in achieving regio- and stereoselectivity in photochemical cycloaddition reactions as has been shown by recent reports. 7-Alkoxy- and 4-methyl-7-alkoxycoumarins dimerize in organic solvents to give the syn head-tail dimer. However, dimerization of these coumarins in SDS and CTAB micelles did not show any reversal in this trend. The results probably indicate that the micellar orientational effect is most effective only in those systems where the forces that control regiochemistry are weaker than hydrophobic association energies.
| Original language | English |
|---|---|
| Pages (from-to) | 1872-1876 |
| Number of pages | 5 |
| Journal | Journal of Organic Chemistry |
| Volume | 48 |
| Issue number | 11 |
| State | Published - Dec 1 1983 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Photodimerization of coumarins in micelles : Limitations of alignment effect. / Muthuramu, K.; Ramnath, N.; Ramamurthy, Vaidhyanathan.
In: Journal of Organic Chemistry, Vol. 48, No. 11, 01.12.1983, p. 1872-1876.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Photodimerization of coumarins in micelles
T2 - Limitations of alignment effect
AU - Muthuramu, K.
AU - Ramnath, N.
AU - Ramamurthy, Vaidhyanathan
PY - 1983/12/1
Y1 - 1983/12/1
N2 - Organized media such as micelles have shown great promise in achieving regio- and stereoselectivity in photochemical cycloaddition reactions as has been shown by recent reports. 7-Alkoxy- and 4-methyl-7-alkoxycoumarins dimerize in organic solvents to give the syn head-tail dimer. However, dimerization of these coumarins in SDS and CTAB micelles did not show any reversal in this trend. The results probably indicate that the micellar orientational effect is most effective only in those systems where the forces that control regiochemistry are weaker than hydrophobic association energies.
AB - Organized media such as micelles have shown great promise in achieving regio- and stereoselectivity in photochemical cycloaddition reactions as has been shown by recent reports. 7-Alkoxy- and 4-methyl-7-alkoxycoumarins dimerize in organic solvents to give the syn head-tail dimer. However, dimerization of these coumarins in SDS and CTAB micelles did not show any reversal in this trend. The results probably indicate that the micellar orientational effect is most effective only in those systems where the forces that control regiochemistry are weaker than hydrophobic association energies.
UR - http://www.scopus.com/inward/record.url?scp=0000950394&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0000950394&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0000950394
VL - 48
SP - 1872
EP - 1876
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 11
ER -