Synthesis and Single Crystal X-Ray Studies of 3-(3,5-Bis (trifluoromethyl) phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline
Malik Aman Ullah;Muhammad Adeel;Muhammad Nawaz Tahir;Irfan Ullah;Muhammad Raza Shah
a (Department of Chemistry, Gomal University, Dera Ismail Khan, KPK, Pakistan)
b (Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan)
c (ICCBS, HEJ Research Institute of Chemistry, University of Karachi, Karachi-75270, Sindh, Pakistan)
Synthesis and Single Crystal X-Ray Studies of 3-(3,5-Bis (trifluoromethyl) phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline
Malik Aman Ullah;Muhammad Adeel;Muhammad Nawaz Tahir;Irfan Ullah;Muhammad Raza Shah
a (Department of Chemistry, Gomal University, Dera Ismail Khan, KPK, Pakistan)
b (Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan)
c (ICCBS, HEJ Research Institute of Chemistry, University of Karachi, Karachi-75270, Sindh, Pakistan)
摘要The title compounds 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (1) and 3-(4- fluoro-3-methylphenyl)quinoline (2) were synthesized through Suzuki-Miyaura Cross coupling reaction of 3-bromoquinoloine with aryl boronic acids. The title compounds were characterized by single-crystal X-ray diffraction, 1H NMR, 13C NMR, EI-MS, elemental analysis and IR. The crystals of 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (C17H9F6N, Mr= 341.25) belongs to the monoclinic system, space group P21n, α = 12.3072(13), b = 4.9378(6), c = 24.493(2) Å, V = 1473.1(3) Å3, Z = 4, Dc= 1.539 Mg m−3, λ = 0.71073 Å, μ = 0.144 mm−1, F(000) = 688, the final R = 0.0715 and wR = 0.1873 for 1875 observed reflections with I > 2σ(I) and the crystal of 3-(4-fluoro-3- methylphenyl)quinoline (C16H12FN, Mr= 237.27) belongs to the orthorhombic system, space group Pca21, α = 23.794(2), b = 3.9094(3), c = 25.669(2) Å, V = 2387.7(4) Å3, Z = 8, Dc = 1.320 Mg m−3, λ = 0.71073 Å, μ = 0.088 mm−1, F(000) = 992, the final R = 0.0534 and wR = 0.1188 for 2270 observed reflections with I > 2σ(I).
Abstract:The title compounds 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (1) and 3-(4- fluoro-3-methylphenyl)quinoline (2) were synthesized through Suzuki-Miyaura Cross coupling reaction of 3-bromoquinoloine with aryl boronic acids. The title compounds were characterized by single-crystal X-ray diffraction, 1H NMR, 13C NMR, EI-MS, elemental analysis and IR. The crystals of 3-(3,5-bis(trifluoromethyl)phenyl)quinoline (C17H9F6N, Mr= 341.25) belongs to the monoclinic system, space group P21n, α = 12.3072(13), b = 4.9378(6), c = 24.493(2) Å, V = 1473.1(3) Å3, Z = 4, Dc= 1.539 Mg m−3, λ = 0.71073 Å, μ = 0.144 mm−1, F(000) = 688, the final R = 0.0715 and wR = 0.1873 for 1875 observed reflections with I > 2σ(I) and the crystal of 3-(4-fluoro-3- methylphenyl)quinoline (C16H12FN, Mr= 237.27) belongs to the orthorhombic system, space group Pca21, α = 23.794(2), b = 3.9094(3), c = 25.669(2) Å, V = 2387.7(4) Å3, Z = 8, Dc = 1.320 Mg m−3, λ = 0.71073 Å, μ = 0.088 mm−1, F(000) = 992, the final R = 0.0534 and wR = 0.1188 for 2270 observed reflections with I > 2σ(I).
基金资助:This research was supported by HEC, Pakistan and WUS, Germany
通讯作者:
Muhammad Adeel: adeel.gu@yahoo.com
E-mail: adeel.gu@yahoo.com
作者简介: Muhammad Adeel: adeel.gu@yahoo.com
引用本文:
Malik Aman Ullah;Muhammad Adeel;Muhammad Nawaz Tahir;Irfan Ullah;Muhammad Raza S. Synthesis and Single Crystal X-Ray Studies of 3-(3,5-Bis (trifluoromethyl) phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline[J]. 结构化学, 2014, 33(1): 90-96.
Malik Aman Ullah;Muhammad Adeel;Muhammad Nawaz Tahir;Irfan Ullah;Muhammad Raza Shah. Synthesis and Single Crystal X-Ray Studies of 3-(3,5-Bis (trifluoromethyl) phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline. CHINESE JOURNAL OF STRUCTURAL CHEMISTRY, 2014, 33(1): 90-96.
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