Abstract
The Norrish type I and type II reactions of cyclodextrin-included α-alkyldibenzyl ketones have been investigated in the aqueous solution and in the solid state. The photolysis of solid cyclodextrin complexes led to a single product, diphenylethane (AB), and that of complexes in the aqueous solution resulted in a product arising from the rearrangement of α-alkyldibenzyl ketones. Conformational and super-cage effects are proposed to be responsible for the dramatic alteration observed in the above photobehavior. The difference in the product distribution between solid and solution complexes is attributed to the differences in the restriction imposed by the host on the translational motions of the geminate radical pairs.
| Original language | English |
|---|---|
| Pages (from-to) | 5517-5521 |
| Number of pages | 5 |
| Journal | Journal of Organic Chemistry |
| Volume | 52 |
| Issue number | 25 |
| State | Published - Dec 1 1987 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Modification of photochemical reactivity by cyclodextrin complexation : A remarkable effect on the photobehavior of α-alkyldibenzyl ketones. / Nageshwer Rao, B.; Syamala, M. S.; Turro, N. J.; Ramamurthy, Vaidhyanathan.
In: Journal of Organic Chemistry, Vol. 52, No. 25, 01.12.1987, p. 5517-5521.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Modification of photochemical reactivity by cyclodextrin complexation
T2 - A remarkable effect on the photobehavior of α-alkyldibenzyl ketones
AU - Nageshwer Rao, B.
AU - Syamala, M. S.
AU - Turro, N. J.
AU - Ramamurthy, Vaidhyanathan
PY - 1987/12/1
Y1 - 1987/12/1
N2 - The Norrish type I and type II reactions of cyclodextrin-included α-alkyldibenzyl ketones have been investigated in the aqueous solution and in the solid state. The photolysis of solid cyclodextrin complexes led to a single product, diphenylethane (AB), and that of complexes in the aqueous solution resulted in a product arising from the rearrangement of α-alkyldibenzyl ketones. Conformational and super-cage effects are proposed to be responsible for the dramatic alteration observed in the above photobehavior. The difference in the product distribution between solid and solution complexes is attributed to the differences in the restriction imposed by the host on the translational motions of the geminate radical pairs.
AB - The Norrish type I and type II reactions of cyclodextrin-included α-alkyldibenzyl ketones have been investigated in the aqueous solution and in the solid state. The photolysis of solid cyclodextrin complexes led to a single product, diphenylethane (AB), and that of complexes in the aqueous solution resulted in a product arising from the rearrangement of α-alkyldibenzyl ketones. Conformational and super-cage effects are proposed to be responsible for the dramatic alteration observed in the above photobehavior. The difference in the product distribution between solid and solution complexes is attributed to the differences in the restriction imposed by the host on the translational motions of the geminate radical pairs.
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UR - http://www.scopus.com/inward/citedby.url?scp=9844253205&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:9844253205
VL - 52
SP - 5517
EP - 5521
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 25
ER -