606-81-5Relevant articles and documents
Copper catalysed Gomberg-Bachmann-Hey reactions of arenediazonium tetrafluoroborates and heteroarenediazonium o-benzenedisulfonimides. Synthetic and mechanistic aspects
Antenucci, Achille,Barbero, Margherita,Dughera, Stefano,Ghigo, Giovanni
, (2020/10/20)
Gomberg-Bachmann-Hey reactions were carried out in the presence of copper as a catalyst and gave rise to biaryls or heterobiaryls in good yields and in mild reaction conditions. A computational study of some key points of the reaction was performed. The results are coherent with the experimental data and confirm some aspects of the mechanism. The reaction free energies for the reduction in benzene by CuI of a set of 40 (hetero)arenediazonium tetrafluoroborates were calculated. Both the experiments and the calculations showed that in the coupling with substituted solvents (toluene, bromobenzene, nitrobenzene and anisole) the binding to the ortho position was always favoured.
Convenient, metal-free ipso-nitration of arylboronic acids using nitric acid and trifluoroacetic acid
Shen, Guodong,Zhao, Lingyu,Liu, Wanxing,Huang, Xianqiang,Song, Huina,Zhang, Tongxin
supporting information, p. 10 - 14 (2016/12/30)
A feasible protocol for the direct ipso-nitration of arylboronic acids using trifluoroacetic acid and nitric acid as nitration reagent has been developed. Various aromatic nitro compounds are produced in moderate to good yields under the metal-free conditions. The method is operationally simple and regioselective, and might have potential application in industry.
Improved regioselective di-nitration of biphenyl over reusable hbea-500 zeolite
Tai, Yan F.,Ji, Cheng,Shi, Chun J.,Wang, Wei,Peng, Xin H.
, p. 1241 - 1243 (2014/05/06)
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