Abstract
The photochemical Norrish type I and type II reactions of cyclodextrin-bound benzoin methyl ether, benzoin ethyl ether, and benzoin isopropyl ether have been investigated in aqueous solution and in the solid state. Irradiation in cyclodextrin media leads to a large change in product distribution from that found in benzene and methanol. In aqueous solution type II products compete with type I, and in the solid state type II products constitute more than 90% of the product distribution. This sensitivity was interpreted as a measure of changes in the ground state distribution of reactive and nonreactive (type II) conformers brought about by cyclodextrin inclusion. Cage effects also play a significant role in altering the product distribution. 1H NMR and X-ray powder photographic studies provide support for complexation.
| Original language | English |
|---|---|
| Pages (from-to) | 3085-3093 |
| Number of pages | 9 |
| Journal | Journal of Organic Chemistry |
| Volume | 51 |
| Issue number | 16 |
| State | Published - Dec 1 1986 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Modification of photochemistry by cyclodextrin complexation : Competitive norrish type I and type II reactions of benzoin alkyl ethers. / Reddy, G. Dasaratha; Usha, G.; Ramanathan, K. V.; Ramamurthy, Vaidhyanathan.
In: Journal of Organic Chemistry, Vol. 51, No. 16, 01.12.1986, p. 3085-3093.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Modification of photochemistry by cyclodextrin complexation
T2 - Competitive norrish type I and type II reactions of benzoin alkyl ethers
AU - Reddy, G. Dasaratha
AU - Usha, G.
AU - Ramanathan, K. V.
AU - Ramamurthy, Vaidhyanathan
PY - 1986/12/1
Y1 - 1986/12/1
N2 - The photochemical Norrish type I and type II reactions of cyclodextrin-bound benzoin methyl ether, benzoin ethyl ether, and benzoin isopropyl ether have been investigated in aqueous solution and in the solid state. Irradiation in cyclodextrin media leads to a large change in product distribution from that found in benzene and methanol. In aqueous solution type II products compete with type I, and in the solid state type II products constitute more than 90% of the product distribution. This sensitivity was interpreted as a measure of changes in the ground state distribution of reactive and nonreactive (type II) conformers brought about by cyclodextrin inclusion. Cage effects also play a significant role in altering the product distribution. 1H NMR and X-ray powder photographic studies provide support for complexation.
AB - The photochemical Norrish type I and type II reactions of cyclodextrin-bound benzoin methyl ether, benzoin ethyl ether, and benzoin isopropyl ether have been investigated in aqueous solution and in the solid state. Irradiation in cyclodextrin media leads to a large change in product distribution from that found in benzene and methanol. In aqueous solution type II products compete with type I, and in the solid state type II products constitute more than 90% of the product distribution. This sensitivity was interpreted as a measure of changes in the ground state distribution of reactive and nonreactive (type II) conformers brought about by cyclodextrin inclusion. Cage effects also play a significant role in altering the product distribution. 1H NMR and X-ray powder photographic studies provide support for complexation.
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UR - http://www.scopus.com/inward/citedby.url?scp=0000400715&partnerID=8YFLogxK
M3 - Article
VL - 51
SP - 3085
EP - 3093
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 16
ER -