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Rotaxanes with fluorocarbon blocking groups.

Organic letters (2006-10-20)
Eric J Mahan, Jennifer A Dennis
RÉSUMÉ

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]

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4-Pyridinepropanol, 96%