Synthesis of fullerodendrons with an ammonium unit at the focal point and their cooperative self-assembly on a fluorescent ditopic crown ether receptor.
Dendritic branches with 1, 2, or 4 peripheral fullerene subunits and an ammonium function at the focal point have been prepared. Their ability to form self-assembled dendritic structures with oligophenylenevinylene receptors bearing one or two crown ether moieties has been evidenced by ES-MS studies for the first time. These supramolecular complexes are multicomponent photoactive devices in which the emission of the central receptor is dramatically quenched by the fullerene units. This new property resulting from the association of the different molecular subunits allowed detailed investigations of the self-assembly process by means of fluorescence titrations. The binding studies have revealed positive cooperative effects for the assembly of the fullerodendrimers with the ditopic receptor. Interestingly, the stability of the supramolecular 2:1 structures increases as the size of the dendritic unit increases. This positive dendritic effect has been explained by the larger number of possible intramolecular fullerene-fullerene interactions between the two dendritic guests when the number of fullerene subunits is increased.
Nierengarten
Jean-François
JF
Groupe de Chimie des Fullerènes et des Systèmes Conjugués, Laboratoire de Chimie de Coordination du CNRS, 205 route de Narbonne, 31077 Toulouse Cedex 4, France. jfnierengarten@lcc-toulouse.fr
Hahn
Uwe
U
Trabolsi
Ali
A
Herschbach
Haiko
H
Cardinali
François
F
Elhabiri
Mourad
M
Leize
Emmanuelle
E
Van Dorsselaer
Alain
A
Albrecht-Gary
Anne-Marie
AM
D043844:Crown Ethers / Q000737:chemistry*; D037741:Fullerenes / Q000737:chemistry*; D010777:Photochemistry; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
D043844:Crown Ethers; D037741:Fullerenes; D000644:Quaternary Ammonium Compounds