56043-45-9Relevant articles and documents
Synthesis of 2-dimethylaminobenzazoles via a guanidine intermediate: Reaction of 2-substituted aniline derivatives with 2-chloro-1,1,3,3-tetramethyl-formamidinium chloride
Ohno, Kosei,Ishida, Wakako,Kamata, Kazuyuki,Oda, Kazuaki,Machida, Minoru
, p. 317 - 322 (2003)
Reactions of 2-aminophenols, 2-aminothiophenol and ophenylenediamines with 2-chloro-1,1,3,3-tetramethylformamidinium chloride proceeded easily via cyclization of guanidine intermediates to give the corresponding benzazoles having a dimethylamino group at
Probing the Proton-Coupled Electron-Transfer (PCET) Reactivity of a Cross-Conjugated Cruciform Chromophore by Redox-State-Dependent Fluorescence
Wagner, Conrad,Hübner, Olaf,Kaifer, Elisabeth,Himmel, Hans-J?rg
supporting information, p. 3781 - 3785 (2019/02/20)
Proton-coupled electron transfer (PCET) reactions are of great importance in synthetic chemistry and in biology, but the acquisition of kinetic information for these reactions is often difficult. Herein, we report the synthesis of a new PCET reagent, showing redox-state dependent fluorescence, by merging the concept of cross-conjugated cruciform chromophores with the strategy of imposing redox activity and Br?nsted basicity to aromatic compounds by substitution with guanidino groups. The compound is isolated and characterized in all stable states—reduced, twofold and fourfold protonated and twofold oxidized—and then applied in PCET reactions by using its redox-state dependent fluorescence signal for kinetic measurements.
Redox-Active Guanidines with One or Two Guanidino Groups and Their Integration in Low-Dimensional Perovskite Structures
Walter, Petra,Kaifer, Elisabeth,Herrmann, Hendrik,Wadepohl, Hubert,Hübner, Olaf,Himmel, Hans-J?rg
, p. 4147 - 4160 (2019/11/03)
Redox-active guanidines are versatile reagents in redox and proton-coupled electron-transfer (PCET) reactions. Recently, they were integrated as sacrificial electron donors for the prohibition of metal oxidation in perovskite materials. Herein we report t