Citation: CHEN Hong, LIU Ming-Guo. New Efficient Copper(II)-catalyzed Direct Access to Primary Amide from Aldehyde under Solvothermal Condition and Related Crystal Structure Study[J]. Chinese Journal of Structural Chemistry, ;2016, 35(5): 796-804. doi: 10.14102/j.cnki.0254-5861.2011-0926 shu

New Efficient Copper(II)-catalyzed Direct Access to Primary Amide from Aldehyde under Solvothermal Condition and Related Crystal Structure Study

CHEN Hong ^a,b ,
LIU Ming-Guo ^b,,

a.
a. Key Laboratory of Radiation Physics and Technology of Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, China;
b.
b. Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China

Corresponding author: LIU Ming-Guo,
Received Date: 4 August 2015
Available Online: 29 December 2015
Fund Project:

Two 1-methyl-1H-benzo[d]imidazole derivatives, C₁₈H₁₄CuN₄O₄·C₄H₈O₂ (1) and C₉H₉N₃O (2), have been synthesized and characterized by NMR, MS, FT-IR, elementary analysis and X-ray single-crystal diffraction. Compound 1 crystallizes in monoclinic, space group P2₁/n with a = 9.6888(3), b = 7.3772(2), c = 14.3277(4) Å, β = 95.819(3)°, V = 1018.81(5) Å³, M_r = 501.98, Z = 2, D_c = 1.636 g/cm³, F(000) = 518, μ = 1.123 mm^-1, MoKα radiation (λ = 0.71073 Å), the final R = 0.0325 and wR = 0.0859 for 1821 observed reflections with I> 2σ(I). Compound 2 crystallizes in monoclinic, space group C2/c with a = 14.2908(14), b = 14.4268(13), c = 8.4802(6) Å, β = 108.513(9)°, V = 1657.9(3) Å³, M_r = 175.19, Z = 8, D_c = 1.404 g/cm³, F(000) = 736, μ = 0.097 mm^-1, MoKα radiation (λ = 0.71073 Å), the final R = 0.0563 and wR = 0.1531 for 1231 observed reflections with I> 2σ(I). Intermolecular (N-H…N, N-H…O) and intramolecular (N-H…N, C-H…O) hydrogen bonds, as well as C-H…π and π-π stacking interactions, help to stabilize the crystal structure of compound 2.
- copper(II)-catalyzed,
- primary amide,
- direct access,
- solvothermal condition
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