Triazene

About: Triazene is a research topic. Over the lifetime, 759 publications have been published within this topic receiving 8714 citations. The topic is also known as: Triazene cleavage & 1-triazene.

Solid-Phase Synthesis of Phenylalanine Containing Peptides Using a Traceless Triazene Linker

Abstract: The use of a triazene function to anchor phenylalanine to a polymeric support through its side chain is reported. To prove the usefulness of this strategy in solid-phase peptide synthesis, several bioactive peptides have been prepared including cyclic, C-modified, and protected peptides. The triazene linkage is formed by coupling the diazonium salt of Fmoc-Phe(pNH2)-OAllyl to a MBHA-polystyrene resin previously functionalized with isonipecotic acid (90%). Further assembly of the peptide chain, cleavage from the resin using 2–5% TFA in DCM, and reduction of the resulting diazonium salt of the peptide with FeSO4·7H2O in DMF afforded the desired products in high purities (73–94%).

Study of Cyclyzation of o-(1-Alkynyl)- and o-(1,3-Butadiynyl)aryltriazenes under the Action of Acids

Abstract: The investigation of Richter cyclization of o-(1-alkynyl)- and o-(1,3-butadiynyl)arenediazonium salts generated by acid cleavage of triazenes was carried out by the methods of NMR and ESI MS (Electrospray Ionization Mass Spectrometry). The effect was shown of the substituents at the carbon atom of the triple bond and in the aromatic ring, of the solvent, temperature, and the reagents ratio on the rate of the cyclization and the yield of its products, 4-bromo-3-alkyl- and 4-bromo-3-ethynylcinnolines; the conditions of their synthesis were optimized. The possibility to use 4-bromo-3-ethynylcinnolines as substrates of electrophilic cyclization was demonstrated.

Fluorescence Properties of Some Triazene Polyacrylates for Possible Sensor Applications

Abstract: We report here a first study on the capacity of the triazene chromophore attached to a polymeric backbone to present fluorescence properties. The sensing ability of two triazene copolymers poly[1-(phenyl)-3-(2 acryloyloxyethyl)-3-methyl triazene-1-co-methyl methacrylate] (TCP-1) and poly[1-(paramethoxy-phenyl)-3-(2 acryloyloxyethyl)-3-methyl triazene-1-co-methyl methacrylate] (TCP-2) in dimethylformamide (DMF) has been investigated by fluorescence spectroscopy in tandem with a quenching experiments using a variety of metal ions (Fe 3+ , Fe 2 , Cu 2+ and Cu + ), which suggests that these triazene polymers could find practical applications for detection of metal ions. The emission spectra exhibited strong fluorescence emissions at 375 nm (TCP-1) and 410nm (TCP-2) respectively, while the ability of Fe 3+ , Fe 2+ , Cu 2+ and Cu + to quench the fluorescence of the triazene fluorophore has been explained on the basis of energy transfer processes involving the triazene excited state and the metal ion. The corresponding Stem-Volmer representations for all fluorescence emission spectra were also described.

Synthesis, characterization, and application of a triazene‐based polysulfone as a dye adsorbent

Abstract: Novel triazene-based polysulfone, poly 4-(4-aminophenylsulfonyl)diazobenzene, was synthesized from 4-[(4-aminobenzene)sulfonyl]aniline (Dapsone) in the presence of sodium nitrite/silica sulfuric acid system, under solvent-free conditions, and also in aqueous media to compare their polymerization process and the products. The structures of the obtained polymers under the two conditions were characterized for the first time in this investigation by several analytical and spectroscopic methods such as FT-IR, 1H-NMR, UV–vis, thermogravimetric and differential thermal analyses, gel permeation chromatography, mass spectrometry, and CHN micro-elemental analysis. The results showed that both polymerization processes had made the same product; nevertheless, the solvent-free conditions afforded silica-coated poly 4-(4-aminophenylsulfonyl)diazobenzene. In another study, the ability of the silica-coated polymer, to remove some usual applied water-soluble dyes by spectrophotometric detection, was measured in which cationic structure dyes such as Rhodamine B and Cationic blue 41 were preferably adsorbed. © 2013 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

1,3‐Bis(3‐nitrophenyl)triazene

Abstract: The title molecule, C 12 H 9 N 5 O 4 , has trans geometry about the azo linkage. The dihedral angle between the two phenyl rings is 6.2(2)°. The whole molecule is almost planar and the maximum deviation from the mean plane is 0.166 (3) A. The resonance effect in the triazene group which might explain the antitumour activity of some triazene derivatives is discussed. In the crystal structure, while the twofold screw-related molecules are packed in a simple herringbone pattern, the inversion-centre-related molecules form hydrogen-bonded dimers which are held together through π…π interactions along the [010] direction.