137379-56-7Relevant academic research and scientific papers
Electrochemically switchable hydrogen-bonded molecular shuttles
Altieri, Alessio,Gatti, Francesco G.,Kay, Euan R.,Leigh, David A.,Martel, David,Paolucci, Francesco,Slawin, Alexandra M. Z.,Wong, Jenny K. Y.
, p. 8644 - 8654 (2003)
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 m
Infrared study of intercomponent interactions in a switchable hydrogen-bonded rotaxane
Jagesar, Dhiredj C.,Hartl, Frantisek,Buma, Wybren Jan,Brouwer, Albert M.
experimental part, p. 1935 - 1946 (2009/04/06)
The macrocycle in rotaxane 1 is preferentially hydrogen bonded to the succinamide station in the neutral form, but can be moved to the naphthalimide station by one-electron reduction of the latter. The hydrogen bonding between the amide NH groups of the macrocycle and the C=O groups in the binding stations in the thread was studied with IR spectroscopy in different solvents in both states. In addition, the solvent effect on the vibrational frequencies was analyzed; a correlation with the solvent acceptor number (AN) was observed. The conformational switching upon reduction could be detected by monitoring the hydrogen-bond-induced shifts of the v(CO) frequencies of the C=O groups of the succinamide and the reduced naphthalimide stations. The macrocycle was found to shield the encapsulated station from the solvent: wavenumbers of v(CO) bands of the C=O groups residing inside the macrocycle cavity remain unaffected by the solvent polarity.
Remarkable positional discrimination in bistable light- and heat-switchable hydrogen-bonded molecular shuttles
Altieri, Andrea,Bottari, Giovanni,Dehez, Francois,Leigh, David A.,Wong, Jenny K. Y.,Zerbetto, Francesco
, p. 2296 - 2300 (2007/10/03)
A tale of two stations: Molecular shuttles, in which a macrocyclic unit can move between two stations over a relatively large distance (1.5 nm), exhibit bistability that can be induced using either light or heat as stimuli, and exhibit large required vari
