(Chemical Equation Presented) 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 (ket = 5.5 × 1012 s-1), as determined by fs-time-resolved transient absorption spectroscopy.
Supramolecular control of oligothienylenevinylene-fullerene interactions: Evidence for a ground-state EDA complex / N.D. Mcclenaghan, Z. Grote, K. Darriet, M. Zimine, R.M. Williams, L. De Cola, D.M. Bassani. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 7:5(2005), pp. 807-810. [10.1021/ol047527r]
Supramolecular control of oligothienylenevinylene-fullerene interactions: Evidence for a ground-state EDA complex
L. De Cola;
2005
Abstract
(Chemical Equation Presented) 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 (ket = 5.5 × 1012 s-1), as determined by fs-time-resolved transient absorption spectroscopy.
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