A tristable [2]pseudo[2]rotaxane

Ali Trabolsi; Albert C. Fahrenbach; Sanjeev K. Dey; Andrew I. Share; Douglas C. Friedman; Subhadeep Basu; Travis B. Gasa; Niveen M. Khashab; Sourav Saha; Ivan Aprahamian; Hussam A. Khatib; Amar H. Flood; J. Fraser Stoddart

doi:10.1039/B918321C

A tristable [2]pseudo[2]rotaxane†

Ali Trabolsi,‡^a Albert C. Fahrenbach,^a Sanjeev K. Dey,^a Andrew I. Share,^b Douglas C. Friedman,^a Subhadeep Basu,^a Travis B. Gasa,^a Niveen M. Khashab,‡^a Sourav Saha,^c Ivan Aprahamian,^d Hussam A. Khatib,‡^a Amar H. Flood^b and J. Fraser Stoddart*^a

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^a Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, USA

^b Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, USA

^c Department of Chemistry, Florida State University, 600 W. College Avenue, Tallahassee, USA

^d Department of Chemistry, Dartmouth College, 6128 Burke Laboratory, Hanover, USA

Abstract

A strategy towards increasing the lifetime of the metastable state of a [2]rotaxane incorporating tetrathiafulvalene, 1,5-dioxynaphthalene and bipyridinium (BIPY²⁺) is presented. Incorporation of BIPY²⁺ served multiple roles as an electrostatic barrier to relaxation, a supramolecular recognition site for bis-1,5-dioxynaphthalene[38]crown-10 macrocycle, and upon reduction a recognition site for the mechanically bonded cyclobis(paraquat-p-phenylene) ring.

Chemical Communications

A tristable [2]pseudo[2]rotaxane†

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A tristable [2]pseudo[2]rotaxane

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