17405-00-4Relevant articles and documents
Photoresponsive behavior of two well-defined azo polymers with different electron-withdrawing groups on push-pull azo chromophores
Zhu, Yu,Zhou, Yuqi,Wang, Xiaogong
, p. 209 - 219 (2013)
Two well-defined methacrylate-based azo polymers bearing strong push-pull azo chromophores were synthesized by RAFT polymerization. The polymers contain cyano and carboxyl as electron-withdrawing groups at 4-positions of the azo chromophores. The polymers
Experimental and theoretical studies of azo derivatives in terms of different donors, acceptors and position isomerism: Synthesis, characterization and a combined electronic absorption, electrochemical and DFT study
Haridas, Karickal R.,Janardanan, Deepa,Mohan A, Keerthi,Purushothaman, Aiswarya
, (2021/10/12)
Eight azo derivatives with two donor groups- diphenylamine and N,N-dimethylphenyl, and four acceptor groups - 3-nitrophenyl, 4-nitrophenyl, 4-phenylcarboxylic acid, and 3-phenylcarboxylic acid, were synthesized and characterized using 1H-NMR an
Waste-free chemistry of diazonium salts and benign separation of coupling products in solid salt reactions
Kaupp, Gerd,Herrmann, Andreas,Schmeyers, Jens
, p. 1395 - 1406 (2007/10/03)
Gas-solid and solid-solid techniques allow for waste-free and quantitative syntheses in the chemistry of diazonium salts. Five techniques for diazotations with the reactive gases NO2, NO and NOCl are studied. Two types are mechanistically investigated with atomic force microscopy (AFM) and are interpreted on the basis of known crystal packings. The same principles apply to the cascade reactions that had been derived from one-step reactions. Solid diazonium salts couple quantitatively with solid diphenylamine and anilines to give the triazenes. Azo couplings are achieved with quantitative yields by cautious co-grinding of solid diazonium salts with β-naphthol and C-H acidic heterocycles, such as barbituric acids or pyrazolinones. Solid diazonium salts may be more easily applied in a stoichiometric ratio for couplings in solution. Co-grinding of solid diazonium salts with KI gives quantitative yields of various solid aryl iodides. The unavoidable coupling products in salt reactions are completely separated from the insoluble products in a highly benign manner. The solid-state reactions compare favourably with similar solution reactions that produce much waste. The structures of the products are elucidated with IR and NMR spectroscopy and mass spectrometry, while the tautomeric properties of the compounds are studied with density functional calculations at the B3LYP/6-31G* and BLYP/6-31G** levels.
