A redox-active reverse donor-acceptor bistable [2]rotaxane
By Dey, Sanjeev K.; Coskun, Ali; Fahrenbach, Albert C.; Barin, Gokhan; Basuray, Ashish N.; Trabolsi, Ali; Botros, Youssry Y. & Stoddart, J. Fraser
Published in Chem. Sci.
The Royal Society of Chemistry
2011
Abstract
The synthesis and the dynamic behavior of a bistable [2]rotaxane, based on a reverse donor-acceptor motif containing naphthalene diimide (NpI) and 4, 4[prime or minute]-bipyridinium (BIPY2+) as two electron-deficient stations and bis-1, 5-dioxynaphthalene[38]crown-10 (BDNP38C10) as the electron-rich ring, is described. A functionalized tetraarylmethane moiety has been incorporated between the two stations in order to control the free energy barrier for the shuttling of the BDNP38C10 on the dumbbell component. The bistable [2]rotaxane was synthesized using the so-called threading-followed-by-stoppering " approach and characterized by NMR spectroscopy and mass spectrometry. Initially
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