The emergent intramolecular hydrogen bonding effect on the electronic structures of organic electron acceptors

Takashi Takeda; Yasutaka Suzuki; Jun Kawamata; Shin Ichiro Noro; Takayoshi Nakamura; Tomoyuki Akutagawa

doi:10.1039/c7cp04402j

The emergent intramolecular hydrogen bonding effect on the electronic structures of organic electron acceptors

Takashi Takeda, Yasutaka Suzuki, Jun Kawamata, Shin Ichiro Noro, Takayoshi Nakamura, Tomoyuki Akutagawa

Research output: Contribution to journal › Article › peer-review

10 Citations (Scopus)

Abstract

A new strategy for controlling the electron-accepting ability of an anthraquinone (AQ)-based π-molecular system is proposed to take advantage of intramolecular hydrogen bonding interactions. The electron-accepting properties of AQ are enhanced by the introduction of bulky arylsulfonamide groups into AQ derivatives due to the formation of effective intramolecular N-H⋯O hydrogen bonding interaction and stabilization of the anion radical state even in solution.

Original language	English
Pages (from-to)	23905-23909
Number of pages	5
Journal	Physical Chemistry Chemical Physics
Volume	19
Issue number	35
DOIs	https://doi.org/10.1039/c7cp04402j
Publication status	Published - 2017

ASJC Scopus subject areas

Physics and Astronomy(all)
Physical and Theoretical Chemistry

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10.1039/c7cp04402j

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abstract = "A new strategy for controlling the electron-accepting ability of an anthraquinone (AQ)-based π-molecular system is proposed to take advantage of intramolecular hydrogen bonding interactions. The electron-accepting properties of AQ are enhanced by the introduction of bulky arylsulfonamide groups into AQ derivatives due to the formation of effective intramolecular N-H⋯O hydrogen bonding interaction and stabilization of the anion radical state even in solution.",

author = "Takashi Takeda and Yasutaka Suzuki and Jun Kawamata and Noro, {Shin Ichiro} and Takayoshi Nakamura and Tomoyuki Akutagawa",

note = "Funding Information: This work was supported by JSPS KAKENHI Grant Number JP17K05769. Publisher Copyright: {\textcopyright} 2017 the Owner Societies.",

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AU - Takeda, Takashi

AU - Suzuki, Yasutaka

AU - Kawamata, Jun

AU - Noro, Shin Ichiro

AU - Nakamura, Takayoshi

AU - Akutagawa, Tomoyuki

PY - 2017

Y1 - 2017

N2 - A new strategy for controlling the electron-accepting ability of an anthraquinone (AQ)-based π-molecular system is proposed to take advantage of intramolecular hydrogen bonding interactions. The electron-accepting properties of AQ are enhanced by the introduction of bulky arylsulfonamide groups into AQ derivatives due to the formation of effective intramolecular N-H⋯O hydrogen bonding interaction and stabilization of the anion radical state even in solution.

AB - A new strategy for controlling the electron-accepting ability of an anthraquinone (AQ)-based π-molecular system is proposed to take advantage of intramolecular hydrogen bonding interactions. The electron-accepting properties of AQ are enhanced by the introduction of bulky arylsulfonamide groups into AQ derivatives due to the formation of effective intramolecular N-H⋯O hydrogen bonding interaction and stabilization of the anion radical state even in solution.

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The emergent intramolecular hydrogen bonding effect on the electronic structures of organic electron acceptors

Abstract

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