Supramolecular control of oligothienylenevinylene-fullerene interactions: evidence for a ground-state EDA complex.
Complementary hydrogen-bonding interactions between a barbituric acid-substituted fullerene derivative (1) and corresponding receptor (2) bearing thienylenevinylene units are used to assemble a 1:1 supramolecular complex (K = 5500 M(-1)). Due to the close proximity of the redox-active moieties within the assembly, strong ground-state electron-donor-acceptor interactions are observed. Photoinduced electron transfer from electron-rich thienylenevinylene subunits to the fullerene is very fast (k(et) = 5.5 x 10(12) s(-1)), as determined by fs-time-resolved transient absorption spectroscopy. [reaction: see text]
McClenaghan
Nathan D
ND
Centre de Recherche en Chimie Moléculaire, LCOO, CNRS UMR 5802, Université Bordeaux I, 33405 Talence, France.
Grote
Zacharias
Z
Darriet
Karine
K
Zimine
Michael
M
Williams
René M
RM
De Cola
Luisa
L
Bassani
Dario M
DM
D001463:Barbiturates / Q000737:chemistry* / Q000493:pharmacokinetics; D037741:Fullerenes / Q000737:chemistry* / Q000493:pharmacokinetics; D008968:Molecular Conformation; D015394:Molecular Structure; D011963:Receptors, GABA-A / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
D001463:Barbiturates; D037741:Fullerenes; D011963:Receptors, GABA-A; D013876:Thiophenes; C030975:barbiturate receptor