Soluble and Planar 2,9-Diazaperopyrenes through Reductive Aromatization of Perylene Diimides: Tunable Emission and Aggregation Behaviors |
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Authors: | Yasutaka Nakamura Takumi Nakazato Takuto Kamatsuka Prof?Dr Hiroshi Shinokubo Prof?Dr Yoshihiro Miyake |
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Institution: | Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603 Japan |
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Abstract: | Reductive aromatization of perylene diimides with acid anhydrides in the presence of Mn or Zn metals provides soluble and planar 2,9-diazaperopyrenes with ester groups at 1,3,8,10-positions. The pivaloxy groups at the peripheral positions can be transformed into a variety of aryl groups through nickel-catalyzed cross-coupling of ester groups. Emission colors of diazaperopyrenes are tunable by the peripheral substituents. The peripheral substituents also affect the aggregation behaviors of 2,9-diazaperopyrenes in the solution and solid states. |
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Keywords: | 2 9-diazaperopyrene fluorescence reductive aromatization self-association |
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