期刊
TETRAHEDRON
卷 76, 期 47, 页码 -出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2020.131632
关键词
Diazonium salts; Gomberg-Bachmann-Hey reaction; Copper catalysis; Mechanistic studies; C-H bond Activation
资金
- University of Torino
- Ministero dell'Universita e della Ricerca Scientifica
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. (C) 2020 Elsevier Ltd. All rights reserved.
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