Tetrahedral Oligothiophenes; Synthesis,X‐ray Analysis,and Optoelectronic Properties of Highly Symmetrical, 3D‐Branched Oligothiophenes |
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| Authors: | Kouzou Matsumoto Dr Toru Tanaka Sota Kugo Takuya Inagaki Yoshikazu Hirao Dr Hiroyuki Kurata Dr Takeshi Kawase Dr Takashi Kubo Dr |
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| Institution: | Graduate School of Science, Osaka University, 1‐1 Machikaneyamacho, Toyonaka, Osaka 560‐0043 (Japan), Fax: (+81)?6‐6850‐5387 |
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| Abstract: | Tetrakis(bithienyl)methane and tetrakis(terthienyl)methane have been synthesized from tetrakis(2‐thienyl)methane by use of Suzuki–Miyaura coupling as a key reaction. Their trimethylsilyl (TMS) derivatives are also synthesized. X‐ray analysis reveals that each oligothiophene moiety tends to adopt anti‐conformations and show relatively small torsion angles between the adjacent thiophene rings. While the longest absorption maxima of these tetrakis(oligothienyl)methanes exhibit only a slight bathochromic shift compared to the corresponding linear oligothiophene derivative, tetrakis(bithienyl)methane and its TMS derivative exhibit an appreciable red‐shift in their fluorescence spectra. The intramolecular interaction between thienyl groups of tetrakis(2‐thienyl)methane is supported by DFT calculation. |
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| Keywords: | fluorescence spectroscopy density functional calculations Suzuki– Miyaura coupling UV/Vis spectroscopy X‐ray diffraction |
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