A general and simple procedure for the synthesis of 3-nitroformazan using arenediazonium tosylates
was developed. This convenient procedure can be applied for the preparation of 3-nitroformazans containing electron-donating or electron-withdrawing groups. First the anomaly 1,5-bis(4-methoxyphenyl)-3-nitroformazan was
synthesized as the mixture of TSSC (trans-syn, s-cis) and previously unknown for 3-nitroformazans TASC (transanti,
s-cis) isomers. The structure and spectral characteristics of TASC isomer were explained using quantumchemical
calculation with TDDFT/B3LYP/6–31++G(d,p) level of theory.
Keywords: Arenediazonium tosylates, azo-coupling, diazonium salts, formazans, quantum-chemical calculations, TDDFT.
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