New Efficient Copper(II)-catalyzed Direct Access to Primary Amide from Aldehyde under Solvothermal Condition and Related Crystal Structure Study
陈鸿;刘明国
a (Key Laboratory of Radiation Physics and Technology of Ministry of Education, Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064,China)
b (Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China)
New Efficient Copper(II)-catalyzed Direct Access to Primary Amide from Aldehyde under Solvothermal Condition and Related Crystal Structure Study
CHEN Hong;LIU Ming-Guo
a (Key Laboratory of Radiation Physics and Technology of Ministry of Education,Institute of Nuclear Science and Technology, Sichuan University, Chengdu 610064, China)
b (Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang 443002, China)
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)o, V = 1018.81(5) Å3, Mr = 501.98, Z = 2, Dc = 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)o, V = 1657.9(3) Å3, Mr = 175.19, Z = 8, Dc = 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.
Abstract：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)o, V = 1018.81(5) Å3, Mr = 501.98, Z = 2, Dc = 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)o, V = 1657.9(3) Å3, Mr = 175.19, Z = 8, Dc = 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.
Supported by the National Natural Science Foundation of China (No. 31370373 and 21102084) and Natural Science Foundation of Hubei Province (No. 2012FKC14401).
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引用本文:
陈鸿;刘明国. New Efficient Copper(II)-catalyzed Direct Access to Primary Amide from Aldehyde under Solvothermal Condition and Related Crystal Structure Study[J]. 结构化学, 2016, 35(5): 796-804.
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. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2016, 35(5): 796-804.
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