Redox divergent conversion of a [2]rotaxane into two distinct degenerate partners with different shuttling dynamics

Berná Cánovas, José; Alajarín, Mateo; Marín Rodríguez, Catalina; Franco Pujante, Carlos

Publication:
Redox divergent conversion of a [2]rotaxane into two distinct degenerate partners with different shuttling dynamics

dc.contributor.author	Berná Cánovas, José
dc.contributor.author	Alajarín, Mateo
dc.contributor.author	Marín Rodríguez, Catalina
dc.contributor.author	Franco Pujante, Carlos
dc.contributor.department	Química Orgánica
dc.date.accessioned	2020-11-24T12:16:47Z
dc.date.available	2020-11-24T12:16:47Z
dc.date.created	2012
dc.date.issued	2012-04-24
dc.description.abstract	The submolecular translational movement in novel hydrogen-bonded [2]rotaxanes containing benzylic amide macrocycles and two azo/hydrazodicarboxamide binding sites was analyzed by dynamic NMR spectroscopy. The results show that the activation free energies of the macrocycle shuttling in these systems depend on the oxidation level of both nitrogen-based binding sites embedded in the thread; the shuttling motion being more rapid in [2]rotaxanes at the lower oxidation level bis(hydrazo)-based rotaxanes. Moreover, by means of a fully controllable chemical switching, these two-station [2]rotaxanes are able to swap over three different dynamic states, which differ in macrocycle shuttling velocity: a) faster in a bis(hydrazo) [2]rotaxane, the lower oxidation state; b) moderate in a bis(azo) [2]rotaxane, the higher oxidation state; and c) practically stopped at the azodicarboxamide station of an azo/hydrazo [2]rotaxane, the intermediate oxidation state. Thus, from this latter resting state, two “fans” of different velocity can be turned on and off by simple chemical redox processes.	es
dc.format	application/pdf	es
dc.identifier.citation	Chem. Sci., 2012,3, 2314-2320
dc.identifier.doi	10.1039/C2SC20488F
dc.identifier.uri	http://hdl.handle.net/10201/98983
dc.language	spa	es
dc.relation	This work was supported by the MICINN (Projects CTQ2008- 05827/BQU and CTQ2009-12216/BQU) and Fundacion Séneca CARM (Project 08661/PI/08). J. B. thanks the MICINN for a Ramon y Cajal contract.	es
dc.rights	info:eu-repo/semantics/openAccess	es
dc.rights	Attribution-NonCommercial-NoDerivatives 4.0 International	*
dc.rights.uri	http://creativecommons.org/licenses/by-nc-nd/4.0/	*
dc.subject	rotaxano	es
dc.subject	enlace de hidrógeno	es
dc.subject	máquinas moleculares	es
dc.subject	azo compuestos	es
dc.subject.other	CDU::5 - Ciencias puras y naturales	es
dc.title	Redox divergent conversion of a [2]rotaxane into two distinct degenerate partners with different shuttling dynamics	es
dc.type	info:eu-repo/semantics/article	es
dspace.entity.type	Publication	es