K2[Pd(C6F5)4]-catalyzed cyclotrimerization of malononitrile |
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| Institution: | 1. Department of Chemistry, Faculty of Science, Alexandria University, P.O. Box 426, Ibrahimia, Alexandria, 21321, Egypt;2. Department of Chemistry, Rabigh College of Science and Art, King Abdulaziz University, P.O. Box 344, Rabigh, 21911, Saudi Arabia;3. Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh, 11451, Saudi Arabia;4. Department of Botany and Microbiology, College of Science, King Saud University, P.O. Box 2455, Riyadh, 11451, Saudi Arabia;1. Department of Applied Chemistry, Faculty of Engineering, Okayama University, Okayama 700-0865, Japan;2. Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology, Koganei 184-8588, Japan;1. Provincial Key Laboratory of Oil & Gas Chemical Technology, College of Chemistry and Chemical Engineering, Northeast Petroleum University, Da Qing, 163318, PR China;2. State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, CAS, Shanghai, 200032, PR China;1. Nucleus Millennium Chemical Processes and Catalysis, Departamento de Química Inorgánica, Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 306, Santiago, Chile;2. Nucleus Millennium Chemical Processes and Catalysis, Laboratorio de Química Teórica Computacional (QTC), Departamento de Química-Física, Facultad de Química, Pontificia Universidad Católica de Chile, Casilla 306, Santiago, Chile;3. Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, C.P. 04510 Cd. Mx., Mexico;4. Instituto de Ciencias Nucleares, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, C.P 04510 Cd. Mx., Mexico |
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| Abstract: | Potassium tetrachloropalladate(II) can be arylated in tetrahydrofuran/dioxane to give the solvated potassium salts K2Pd(C6F5)4·2S (S = benzonitrile, acetonitrile, pyridine or aniline), from which the solvent can be removed by heating. With malononitrile (MN) the compound K2Pd(C6F5)4]·4MN is formed, which upon heating is converted into K2Pd(C6F5)4]·(MN-trimer). In dry benzene, potassium tetrakis(pentafluorophenyl)palladate(II) acts as an efficient catalyst for the cyclotrimerization of malonitrile, yielding 4,6-diamino-3,5-dicyano-2-cyanomethylpyridine. Structural data for all the compounds are reported. |
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