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Preparation, properties, and X-ray structures of 5,5-bi(8-aminoquinoxalyl)s: novel Wurster-type electron donors with a heterobiaryl skeleton
Authors:Takanori Suzuki  Mayu Saito  Hidetoshi Kawai  Kenshu Fujiwara  Takashi Tsuji
Affiliation:Division of Chemistry, Graduate School of Science, Hokkaido University, Sapporo 060-0810, Japan
Abstract:The title electron donors were prepared by the double condensation reactions of 2,2,3,3-tetraamino-4,4-bis(1-pyrrolidinyl)biphenyl with 1,2-diketones. They adopt twisted conformations in crystal, yet the reversible two-stage one-electron oxidation process suggests the planar geometries for the oxidized species. Depending on the nature of substituents on the pyrazine ring, this π-system can be endowed additional features such as chiroptical properties or metal coordination ability.
Keywords:electron donor   benzidine   biquinoxalyl   biaryl   redox system   through-bond interaction   through-space interaction   metal coordination
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