A Molecular Plug-Socket Connector
| Autor: | Guillaume Rogez, Maria Teresa Gandolfi, J. Fraser Stoddart, Belén Ferrer Ribera, Alberto Credi, Roberto Ballardini, Yi Liu, Vincenzo Balzani, Brian H. Northrop |
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| Přispěvatelé: | G. Rogez, B. Ferrer Ribeira, A. Credi, R. Ballardini, M.T .Gandolfi, V. Balzani, Y. Liu, J.F. Stoddart |
| Jazyk: | angličtina |
| Rok vydání: | 2014 |
| Předmět: |
Stereochemistry
CROWN-ETHER COMPLEXES Supramolecular chemistry DISULFIDE INTERCHANGE REACTION Thread (computing) LUMINESCENT SENSORS 010402 general chemistry Ring (chemistry) 01 natural sciences Biochemistry Catalysis law.invention Cable gland Colloid and Surface Chemistry Molecular level TEMPLATE-DIRECTED SYNTHESIS QUIMICA ORGANICA law TRANSITION-METAL Spark plug PHOTOINDUCED ELECTRON-TRANSFER LINEAR ROTAXANE DIMER 010405 organic chemistry Chemistry General Chemistry 0104 chemical sciences Crystallography MACROCYCLIC POLYETHERS INTERLOCKED MOLECULES SUPRAMOLECULAR CHEMISTRY |
| Zdroj: | RiuNet. Repositorio Institucional de la Universitat Politécnica de Valéncia instname |
| DOI: | 10.1021/ja067739e |
| Popis: | A monocationic plug-socket connector that is composed, at the molecular level, of three components, (1) a secondary dialkylammonium center (CH(2)NH(2)(+)CH(2)), which can play the role of a plug toward dibenzo[24]crown-8 (DB24C8), (2) a rigid and conducting biphenyl spacer, and (3) 1,4-benzo-1,5-naphtho[36]crown-10 (BN36C10), capable of playing the role of a socket toward a 4,4'-bipyridinium dicationic plug, was synthesized and displays the ability to act as a plug-socket connector. The fluorescent signal changes associated with the 1,5-dioxynaphthalene unit of its BN36C10 portion were monitored to investigate the association of this plug-socket connector with the complementary socket and plug compounds. The results indicate that (1) the CH(2)NH(2)(+)CH(2) part of the molecular connector can thread DB24C8 in a trivial manner and (2) the BN36C10 ring of the connector can be threaded by a 1,1'-dioctyl-4,4'-bipyridinium ion only after the CH(2)NH(2)(+)CH(2) site is occupied by a DB24C8 ring. The two connections of the three-component assembly are shown to be controlled reversibly by acid/base and red/ox external inputs, respectively. The results obtained represent a key step for the design and construction of a self-assembling supramolecular system in which the molecular electron source can be connected to the molecular electron drain by a molecular elongation cable. |
| Databáze: | OpenAIRE |
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