Synthesis and Photophysical Properties of a Pyrazolino[60]fullerene with Dimethylaniline Connected by an Acetylene Linkage
✍ Scribed by Andreas Gouloumis; Frédéric Oswald; Mohamed E. El-Khouly; Fernando Langa; Yasuyuki Araki; Osamu Ito
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- English
- Weight
- 191 KB
- Volume
- 2006
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
Abstract
A new triad based on pyrazolino[60]fullerene and a conjugated dimethylaniline group has been synthesized by a copper‐free Sonogashira cross‐coupling reaction using microwave irradiation as the source of energy. The electrochemical and photophysical properties of the triad were systematically investigated by techniques such as time‐resolved fluorescence and transient absorption spectroscopy. Charge separation via the excited singlet state of the C~60~ moiety was confirmed in polar and nonpolar solvents and competes with triplet formation of the C~60~ moiety. The charge‐separated state persisted for 91 ns. Such long lifetimes are characteristic of long distances between the radical anion of the pyrazolino[60]fullerene derivative and the radical cation of the dimethylaniline moiety. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)