TY - JOUR
T1 - Synthesis of fullerodendrons with an ammonium unit at the focal point and their cooperative self-assembly on a fluorescent ditopic crown ether receptor
AU - Nierengarten, Jean François
AU - Hahn, Uwe
AU - Trabolsi, Ali
AU - Herschbach, Haiko
AU - Cardinali, François
AU - Elhabiri, Mourad
AU - Leize, Emmanuelle
AU - Van Dorsselaer, Alain
AU - Albrecht-Gary, Anne Marie
PY - 2006/4/12
Y1 - 2006/4/12
N2 - 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.
AB - 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.
KW - Cooperative phenomena
KW - Crown compounds
KW - Dendrimers
KW - Fullerenes
KW - Supramolecular chemistry
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U2 - 10.1002/chem.200501238
DO - 10.1002/chem.200501238
M3 - Article
C2 - 16453364
AN - SCOPUS:33646026998
SN - 0947-6539
VL - 12
SP - 3365
EP - 3373
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 12
ER -