Synthesis and Characterization of 6,13‐Diamino‐Substituted Pentacenes |
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Authors: | Dr Akihiro Ito Masashi Uebe Kazuki Takahashi Hiroshi Ishikawa Dr Daisuke Sakamaki Dr Hiroyasu Sato Dr Takashi Matsumoto Prof?Dr Kazuyoshi Tanaka |
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Institution: | 1. Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto, Japan;2. X-ray Research Laboratory, Rigaku Corporation, Akishima, Tokyo, Japan |
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Abstract: | A series of 6,13‐diamino‐substituted pentacenes 1 a – d has been prepared and characterized as a new class of pentacene derivatives with strong donor ability and enhanced solubility in common organic solvents. The spectroelectrochemical and DFT studies revealed that the two‐electron oxidation process was accompanied by the substantial structural change into a butterfly‐like conformation of the pentacene moiety. More importantly, the extent of deformation from the planar pentacene moiety in the dications of 6,13‐diaminopentacene is tunable by varying the N‐substituents. |
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Keywords: | density functional calculations electrochemistry pi interactions UV/Vis spectroscopy |
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