Citation: Malik Aman Ullah, Muhammad Adeel, Muhammad Nawaz Tahir, Muhammad Raza Shah, Irfan Ullah. Synthesis and Single Crystal X-ray Studies of 3-(3,5-Bis(trifluoromethyl)phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline[J]. Chinese Journal of Structural Chemistry, ;2014, 33(1): 90-96. shu

Synthesis and Single Crystal X-ray Studies of 3-(3,5-Bis(trifluoromethyl)phenyl) Quinoline and 3-(4-Fluoro-3-methylphenyl) Quinoline

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a Department of Chemistry, Gomal University, Dera Ismail Khan, KPK, Pakistan;
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b Department of Physics, University of Sargodha, Sargodha, Punjab, Pakistan;
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c ICCBS, HEJ Research Institute of Chemistry, University of Karachi, Karachi-75270, Sindh, Pakistan

Corresponding author: Muhammad Adeel,
Received Date: 6 June 2013
Available Online: 5 November 2013
Fund Project:

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, M_r=341.25) belongs to the monoclinic system, space group P21n, a=12.3072(13), b=4.9378(6), c=24.493(2) Å, V=1473.1(3) Å³, Z=4, D_c=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, M_r=237.27) belongs to the orthorhombic system, space group Pca2₁, a=23.794(2), b=3.9094(3), c=25.669(2) Å, V=2387.7(4) Å³, Z=8, D_c=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).
- 3-bromoquinoline,
- crystal structure,
- Pd(PPh₃)₃,
- boronic acid,
- suzuki coupling
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