Electrochemically switchable hydrogen-bonded molecular shuttles

…, ER Kay, DA Leigh, D Martel, F Paolucci…

Index: Altieri, Alessio; Gatti, Francesco G.; Kay, Euan R.; Leigh, David A.; Martel, David; Paolucci, Francesco; Slawin, Alexandra M. Z.; Wong, Jenny K. Y. Journal of the American Chemical Society, 2003 , vol. 125, # 28 p. 8644 - 8654

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Citation Number: 211

Abstract

A series of [2] rotaxanes containing succinamide and naphthalimide hydrogen-bonding stations for a benzylic amide macrocycle is described. Electrochemical reduction and oxidation of the naphthalimide group alters its ability to form hydrogen bonds to the macrocycle to such a degree that redox processes can be used to switch the relative macrocycle-binding affinities of the two stations in a rotaxane by over 8 orders of ...