Organic Letters 2006-10-26

Rotaxanes with fluorocarbon blocking groups.

Eric J Mahan, Jennifer A Dennis

Index: Org. Lett. 8 , 5085, (2006)

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Abstract

A novel [2]-rotaxane has been prepared in which perfluoropropyl stoppers have been utilized as electronic blocking groups. To further investigate this capability, a linear compound that was precapped with perfluoropropyl groups was also prepared. This compound did not demonstrate rotaxane formation when mixed with dibenzo-24-crown-8, providing further evidence that the perfluoropropyl groups were effective electronic stoppers for the macrocycle. [structure: see text]