Conclusions
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1.
Acetylacetone reacts with benzoylcyanamide in the presence of 5 mole% of Ni(acac)2 to give a novel chelating ligand, 3-[(N-benzoyl)diaminomethylene] pentane-2,4-dione (III). The key step in the reaction is addition of Ni(acac)2 to the C≡N group in benzoylcyanamide to give the chelate.
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2.
X-ray structural examination has shown that a characteristic feature of the molecule (III) is the involvement of all the O and N atoms in the formation of three intramolecular N-H...O=C hydrogen bonds.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1134–1138, May, 1989.
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Dorokhov, V.A., Gordeev, M.F., Bochkareva, M.N. et al. Synthesis, molecular and crystal structure of 3-[(N-benzoyl) diaminomethylene]pentane-2,4-dione, a novel chelating ligand. Russ Chem Bull 38, 1029–1034 (1989). https://doi.org/10.1007/BF00955440
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DOI: https://doi.org/10.1007/BF00955440