Synthesis, Structures, and Properties of λ 5 -Phosphinine Functionalized with p -Benzoquinone

The Journal of Organic Chemistry 2026

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Authors: Tomoya Misaki, Shion Fujimoto, Aya Yoshimura, Takashi Shirahata, Yohji Misaki, Hidetoshi Ohta, Minoru Hayashi, Daisuke Sakamaki, Hideki Fujiwara
DOI: 10.1021/acs.joc.5c02917
Cited by: 0
References: 12

Abstract

A 2,6-dicyano-λ 5 -phosphinine (DCNP) functionalized with p -benzoquinone (BQ) at the 4-position ( 1 ) has been successfully synthesized. X-ray structure analysis of 1 revealed that the DCNP and BQ moieties are significantly inclined to each other. Compound 1 exhibits ambipolar redox properties, being capable of forming both the radical cation and radical anion. Combined electrochemical and absorption/emission spectroscopic studies demonstrated that the nonemissive neutral species 1 and the emissive radical anion 1 •– are reversibly interconvertible through electrochemical reduction and oxidation.

Fields of Study & Subjects

Luminescence and Fluorescent Materials Synthesis and characterization of novel inorganic/organometallic compounds Porphyrin and Phthalocyanine Chemistry

Publication details

Journal / source
The Journal of Organic Chemistry
Volume
91
Issue
20
Pages
7078–7082
Publication date
5 March 2026
Language
EN