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γ-Cyclodextrin mediated photo-heterodimerization between cinnamic acids and coumarins ☆

Paper ID Volume ID Publish Year Pages File Format Full-Text
26484 43955 2015 7 PDF Available
Title
γ-Cyclodextrin mediated photo-heterodimerization between cinnamic acids and coumarins ☆
Abstract

•Photo-heterodimerization, a relatively less studied reaction, has been effected.•The reported method is simple, effective, and general.•Computational chemistry shed light on supramolecular characteristics of H–G complex.•Weak intermolecular interactions were strong enough to direct photochemistry.•Selectivity of more than 50% heterodimer observed in four out of 10 alkene pairs.

The ability of γ-cyclodextrin to form ternary inclusion complexes has been utilized to mediate photo-heterodimerization between cinnamic acids and coumarins in the solid-state. Stabilizing steric and electronic interactions between the alkenes in the inclusion complex appear to be primarily responsible for directing the complexation toward the 1:1:1 hetero-guest pair complex. Photoexcitation of the complex resulted in formation of the heterodimers in proportions significantly higher than the combined yields of the homodimers for alkene pairs in which complementary electronic and/or steric characteristics were present.

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Keywords
Photochemistry; Host–guest; Supramolecular; Photodimerization; Cyclodextrin; Heterodimerization; Weak interactions
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γ-Cyclodextrin mediated photo-heterodimerization between cinnamic acids and coumarins ☆
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 297, 15 January 2015, Pages 1–7
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us