Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.


Issue 12, 2008
Previous Article Next Article

Consequences of controlling free space within a reaction cavity with a remote alkyl group: photochemistry of para-alkyl dibenzyl ketones within an organic capsule in water

Author affiliations

Abstract

With the aim of controlling free space available for the reactants, photochemical reactivity of several 4-alkyl dibenzyl ketones included within a water-soluble self-assembled organic capsule (octa acid) has been investigated. One and two-dimensional NMR spectroscopic techniques were employed to characterize the structure of the guest@host complexes. Free space controlled by the remote alkyl group influences the distribution of photoproducts. Correlation between the structures of the guest@host complexes and products selectivity suggested that the free space that could be controlled by a remote tether has a determining role during a photoreaction within the restricted space of the capsule. The fact that the same alkyl tether has no effect on the photobehavior of 4-alkyl dibenzyl ketones in hexane solution suggests that the role of substituents in free (solution) and restricted space (supramolecular assemblies) is different. The current observation suggests that rules of physical organic chemistry and photochemistry developed based on solution chemistry cannot be simply extended to supramolecular assemblies.

Graphical abstract: Consequences of controlling free space within a reaction cavity with a remote alkyl group: photochemistry of para-alkyl dibenzyl ketones within an organic capsule in water

Back to tab navigation

Supplementary files

Article information


Submitted
12 Aug 2008
Accepted
11 Sep 2008
First published
20 Oct 2008

Photochem. Photobiol. Sci., 2008,7, 1555-1564
Article type
Paper

Consequences of controlling free space within a reaction cavity with a remote alkyl group: photochemistry of para-alkyl dibenzyl ketones within an organic capsule in water

A. K. Sundaresan and V. Ramamurthy, Photochem. Photobiol. Sci., 2008, 7, 1555
DOI: 10.1039/B814001D

Social activity

Search articles by author

Spotlight

Advertisements