924657-32-9Relevant academic research and scientific papers
Discrete multiporphyrin pseudorotaxane assemblies from di- and tetravalent porphyrin building blocks
Lohse, Mirko,Von Krbek, Larissa K. S.,Radunz, Sebastian,Moorthy, Suresh,Schalley, Christoph A.,Hecht, Stefan
, p. 748 - 762 (2015)
Two pairs of divalent and tetravalent porphyrin building blocks carrying the complementary supramolecular crown ether/secondary ammonium ion binding motif have been synthesized and their derived pseudorotaxanes have been studied by a combination of NMR spectroscopy in solution and ESI mass spectrometry in the gas phase. By simple mixing of the components the formation of discrete dimeric and trimeric (metallo)porphyrin complexes predominates, in accordance to binding stoichiometry, while the amount of alternative structures can be neglected. Our results illustrate the power of multivalency to program the multicomponent self-assembly of specific entities into discrete functional nanostructures.
A molecular plug - socket connector
Rogez, Guillaume,Ribera, Belen Ferrer,Credi, Alberto,Ballardini, Roberto,Gandolfi, Maria Teresa,Balzani, Vincenzo,Liu, Yi,Northrop, Brian H.,Stoddart, J. Fraser
, p. 4633 - 4642 (2007/10/03)
A monocationic plug-socket connector that is composed, at the molecular level, of three components, (1) a secondary dialkylammonium center (CH 2NH2+CH2), 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 CH2NH2+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 2NH2+CH2 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.
