Photocontrol of micellar catalyses

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Abstract
Three photoresponsive surfactants, C7H15CONHC6H4NNC6H4N+Me3MeOSO3 –(1), C8H17OC6H4NNC6H4CH2N+Me3I–(2), and C16H33OC6H4NNC6H4CH2N+Me3I–(3), have been synthesised. The absorption spectrum of 2,6-dichlorophenolindophenol as a probe for micelle formation indicated that the aggregation mode of these photoresponsive surfactants is affected by photoinduced trans–cis isomerisation of the azobenzene head groups. The catalytic activities of these surfactant aggregates in base-catalysed proton abstraction from benzoin and alkaline hydrolysis of p-nitrophenyl cyclohexanecarboxylate were estimated in the dark and under photoirradiation. It was found that the rate constants in the micellar systems change sensitively in response to photoirradiation. The results imply that photoinduced isomerisation of the head groups leads to a change in the catalytic activity. This is the first example of photocontrol of micellar catalysis.

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