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Intramolecular orientation at the micellar interface: Control of norrish type I and type II reactivity of benzoinalkylethers via conformational effects
Author(s) -
Devanathan S.,
Ramamurthy V.
Publication year - 1988
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610010205
Subject(s) - chemistry , intramolecular force , reactivity (psychology) , micelle , ketone , photodissociation , photochemistry , micellar solutions , molecule , computational chemistry , organic chemistry , aqueous solution , medicine , alternative medicine , pathology
The photolysis of benzoinalkylethers 1‐5 solubilized in detergents show a significant deviation from the course of reaction in isotropic organic solvents. Remarkable difference in photobehaviour is noticed between the short chain ( 1‐3 ) and the long chain ( 4 and 5 ) benzoinalkylethers in the micellar media. However, the influence of the micellar media on the photobehaviour of alkyldeoxybenzoins 6 and 7 was small. The importance of ‘cage effect’ in controlling the product distribution was evident from its dependence on the micellar size and on the occupancy number. More importantly, a comparative analysis of the photobehaviour of the ketone 1 ‐ 7 reveals that the micellar interface can be used to control the conformations of organic molecules.