116632-33-8Relevant articles and documents
Protonmotive force: Development of electrostatic drivers for synthetic molecular motors
Crowley, James D.,Steele, Ian M.,Bosnich, Brice
, p. 8935 - 8951 (2006)
Ferrocene has been investigated as a platform for developing protonmotive electrostatic drivers for molecular motors. When two 3-pyridine groups are substituted to the (rapidly rotating) cyclopentadienyl (Cp) rings of ferrocene, one on each Cp, it is shown that the (Cp) eclipsed, π-stacked rotameric conformation is preferred both in solution and in the solid state. Upon quaternization of both of the pyridines substituents, either by protonation or by alkylation, it is shown that the preferred rotameric conformation is one where the pyridinium groups are rotated away from the fully π-stacked conformation. Electrostatic calculations indicate that the rotation is caused by the electrostatic repulsion between the charges. Consistently, when the π-stacking energy is increased π-stacked population increases, and conversely when the electrostatic repulsion is increased π-stacked population is decreased. This work serves to provide an approximate estimate of the amount of torque that the electrostatically driven ferrocene platform can generate when incorporated into a molecular motor. The overall conclusion is that the electrostatic interaction energy between dicationic ferrocene dipyridyl systems is similar to the π-stacking interaction energy and, consequently, at least tricationic systems are required to fully uncouple the π-stacked pyridine substituents.
Tetraazaarenes by the ceramidonine approach
Sarkar, Parantap,Jeon, Ie-Rang,Durola, Fabien,Bock, Harald
, p. 570 - 574 (2012)
The synthesis of extended heteroarenes via the acid-promoted dehydrocyclisation of arylamino-anthraquinones is examined as an approach to highly conjugated electron-acceptor materials and eventually to heterographene nanoribbons. Whilst the latter perspective is found to remain challenging, the former is exemplified by the synthesis of extended tetraazaheterocycles bearing solubilising alkyl substituents. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.
Discovery of a novel series of quinoxalines as inhibitors of c-Met kinase
Porter, John,Lumb, Simon,Lecomte, Fabien,Reuberson, James,Foley, Anne,Calmiano, Mark,le Riche, Kelly,Edwards, Helen,Delgado, Jean,Franklin, Richard J.,Gascon-Simorte, Jose M.,Maloney, Alison,Meier, Christoph,Batchelor, Mark
scheme or table, p. 397 - 400 (2011/03/17)
A series of quinoxaline inhibitors of c-Met kinase is described. The postulated binding mode was confirmed by an X-ray crystal structure and optimisation of the series was performed on the basis of this structure. Future directions for development of the