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Synthesis and Structural Characterization of β-Enaminoamide Zinc Complexes

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Abstract

Novel β-enaminoamide zinc complexes were synthesized by reacting N,N-diethy-3-(isobutylamino)-2-butenamide (1) and N,N-dimethy-3-(isobutylamino)-2-butenamide (2), with diethylzinc to afford the desired zinc bis (β-enaminoamidate) complexes 3 and 4. Compounds 3 and 4 were recrystallized to afford high-quality single crystals which were characterized by single-crystal x-ray diffraction. Complex 3, [C24H46N4O2Zn], crystallized as monomer in the triclinic space group P-1 with cell parameters: a = 10.5405(8) Å, b = 10.7725(9) Å, c = 13.3097(11) Å, α = 104.806(7)°, β = 106.642(7)°, γ = 104.704(7)°, V = 1309.8(2) Å3, Z = 2. Complex 4, [C20H38N4O2Zn], also crystallized as a monomer in the monoclinic space group C with cell parameters: a = 17.0683(7) Å, b = 13.0259(3) Å, c = 11.5136(5) Å, α = γ = 90°, β = 116.400(5)°, V = 2292.86(15) Å3, Z = 4.

Graphic Abstract

The β-enaminoamide zinc complexes were obtained by reacting 2 equivalents of the appropriate free ligand with 1 equivalent of diethyl zinc to afford the desired β-enaminoamide zinc complex.

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Acknowledgements

Special thanks to Alabama A&M University Advancing Success in STEM Undergraduate Research and Education (ASSURED) program and the Alabama A&M University chemistry department. Additional thanks to the Howard University department of Chemistry for assistance with synthesizing air sensitivite compounds and crystallographic structural analysis.

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Authors and Affiliations

  1. Chemistry Department, Alabama Agricultural and Mechanical University, Huntsville, AL, USA

    Keneshia O. Johnson & Hyidea Burgess

  2. Chemistry Department, Howard University, Washington, DC, USA

    Raymond J. Butcher & Jason S. Matthews

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  1. Keneshia O. Johnson
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  2. Hyidea Burgess
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  3. Raymond J. Butcher
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  4. Jason S. Matthews
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Correspondence to Keneshia O. Johnson.

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Johnson, K.O., Burgess, H., Butcher, R.J. et al. Synthesis and Structural Characterization of β-Enaminoamide Zinc Complexes. J Chem Crystallogr 51, 251–256 (2021). https://doi.org/10.1007/s10870-020-00850-5

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  • DOI: https://doi.org/10.1007/s10870-020-00850-5

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