Electrically conductive charge-segregated pseudo-polymorphs comprising highly planar expanded π-electronic cation

Yohei Haketa; Ryoya Nakajima; Yuto Maruyama; Hiroki Tanaka; Wookjin Choi; Shu Seki; Shunsuke Sato; Hitomi Baba; Yoshiki Ishii; Go Watanabe; Kirill Bulgarevich; Kazuo Takimiya; Kenzo Deguchi; Shinobu Ohki; Kenjiro Hashi; Takashi Nakanishi; Yukihide Ishibashi; Tsuyoshi Asahi; Kazuchika Ohta; Hiromitsu Maeda

doi:10.1039/D4SC07576E

ジャーナル論文 Electrically conductive charge-segregated pseudo-polymorphs comprising highly planar expanded π-electronic cation

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Yohei Haketa, Ryoya Nakajima, Yuto Maruyama, Hiroki Tanaka, Wookjin Choi, Shu Seki, Shunsuke Sato, Hitomi Baba, Yoshiki Ishii, Go Watanabe, Kirill Bulgarevich, Kazuo Takimiya, Kenzo Deguchi, Shinobu Ohki, Kenjiro Hashi, Takashi Nakanishi, Yukihide Ishibashi, Tsuyoshi Asahi, Kazuchika Ohta, Hiromitsu Maeda. Electrically conductive charge-segregated pseudo-polymorphs comprising highly planar expanded π-electronic cation. CHEMICAL SCIENCE. 2025, 16 (12), 4998-5006. https://doi.org/10.1039/D4SC07576E

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(abstract)

An expanded π-electronic cation, benzoporphyrin Au(III) complex, was synthesized as the component of ion pairs in combination with counteranions. In contrast to benzoporphyrin, which has been known for its insolubility in organic solvents, the ion pairs with bulky anions in this study were soluble in common organic solvents. The ion pairs formed charge-segregated assemblies as two pseudo-polymorphs of single-crystal and less-crystalline (LeC) states based on stacking the benzoporphyrin Au(III) complex. XRD, solid-state NMR measurements, and molecular dynamics (MD) simulation revealed that the LeC states were formed by a less-ordered arrangement of constituting ions induced by bulky counteranions. Electric conductive properties were observed in the obtained single-crystal and LeC charge-segregated assemblies.

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