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Published on: April 22, 2016
Soluble and Planar 2,9-Diazaperopyrenes through Reductive Aromatization of Perylene Diimides: Tunable Emission and
Yasutaka Nakamura1, Takumi Nakazato1, Takuto Kamatsuka1
1Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan.
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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