Modification of photochemical reactivity by cyclodextrin complexation: A remarkable effect on the photobehavior of α-alkyldibenzyl ketones

B. Nageshwer Rao, M. S. Syamala, N. J. Turro, Vaidhyanathan Ramamurthy

Research output: Contribution to journalArticle

39 Citations (Scopus)

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 languageEnglish
Pages (from-to)5517-5521
Number of pages5
JournalJournal of Organic Chemistry
Volume52
Issue number25
StatePublished - Dec 1 1987
Externally publishedYes

Fingerprint

Cyclodextrins
Ketones
Complexation
Photolysis

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 journalArticle

@article{b3f23acb396f44cdac855eb6a53073e6,
title = "Modification of photochemical reactivity by cyclodextrin complexation: A remarkable effect on the photobehavior of α-alkyldibenzyl ketones",
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.",
author = "{Nageshwer Rao}, B. and Syamala, {M. S.} and Turro, {N. J.} and Vaidhyanathan Ramamurthy",
year = "1987",
month = "12",
day = "1",
language = "English",
volume = "52",
pages = "5517--5521",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "25",

}

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.

UR - http://www.scopus.com/inward/record.url?scp=9844253205&partnerID=8YFLogxK

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 -