Synthesis and Photophysical Properties of a Pyrazolino[60]fullerene with Dimethylaniline Connected by an Acetylene Linkage

Synthesis and Photophysical Properties of a Pyrazolino[60]fullerene with Dimethylaniline Connected by an Acetylene Linkage
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DOI:
10.1002/ejoc.200500903
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发表时间:
2006-05
影响因子:
2.8
通讯作者:
Andreas Gouloumis;F. Oswald;Mohamed E. El‐Khouly;F. Langa;Y. Araki;O. Ito
Andreas Gouloumis;F. Oswald;Mohamed E. El‐Khouly;F. Langa;Y. Araki;O. Ito
中科院分区:
化学3区
文献类型:
--
作者:
Andreas Gouloumis;F. Oswald;Mohamed E. El‐Khouly;F. Langa;Y. Araki;O. Ito

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以微波辐射为能量来源,通过无铜Sonogashira交叉偶联反应合成了一种新的基于吡唑并[60]富勒烯和共轭二甲基苯胺基团的三元组化合物。通过时间分辨荧光光谱和瞬态吸收光谱等技术,系统地研究了三元组的电化学和物理性质。通过激发单重态的C60部分的电荷分离被证实在极性和非极性溶剂和竞争与三重态的C60部分的形成。电荷分离状态持续91 ns。这样长的寿命是吡唑并[60]富勒烯衍生物的自由基阴离子和二甲基苯胺部分的自由基阳离子之间的长距离的特征。(© Wiley-VCH Verlag GmbH & Co. KGaA,69451魏因海姆,德国,2006)
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 C60 moiety was confirmed in polar and nonpolar solvents and competes with triplet formation of the C60 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)