Reactivity of 5-nitro-2,1-benzothiazole-3-diazonium hydrogensulfate towards OH and CH acids: structure, spectral properties, tautomerism

Abstract: 5-Nitro-2,1-benzothiazole-3-diazonium ion reacts with various substrates (phenol, 2-naphthol, mesitylene, acetone, acetylacetone, ethyl acetoacetate) to give corresponding azo or hydrazo compounds. Characterization of the prepared compounds by means of multinuclear magnetic resonance, X-ray diffraction, and HRMS together with the study of acidobasic properties is presented, as well as significant solvatochromism. Graphical abstract: [Figure not available: see fulltext.]

Data di pubblicazione: 2016
Titolo: Reactivity of 5-nitro-2,1-benzothiazole-3-diazonium hydrogensulfate towards OH and CH acids: structure, spectral properties, tautomerism
Autori: Machã¡ček, Vladimã­r; Horã¡kovã¡, Eva; Šimůnek, Petr; Valtr, Jakub; Bertolasi, Valerio; Brož, Břetislav
Rivista: MONATSHEFTE FÜR CHEMIE
Parole Chiave: Azo coupling; Heterocycles; NMR spectroscopy; Solvatochromism; Tautomerism; UV–Vis spectroscopy; Chemistry (all)
Abstract in inglese: Abstract: 5-Nitro-2,1-benzothiazole-3-diazonium ion reacts with various substrates (phenol, 2-naphthol, mesitylene, acetone, acetylacetone, ethyl acetoacetate) to give corresponding azo or hydrazo compounds. Characterization of the prepared compounds by means of multinuclear magnetic resonance, X-ray diffraction, and HRMS together with the study of acidobasic properties is presented, as well as significant solvatochromism. Graphical abstract: [Figure not available: see fulltext.]
Digital Object Identifier (DOI): 10.1007/s00706-016-1793-8
Handle: http://hdl.handle.net/11392/2360175
Appare nelle tipologie:03.1 Articolo su rivista

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