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Synthesis and X-Ray Crystal Structure of 1,1'-Bis(diphenyphosphino)ferrocene Supported CuSCF3 Complex
Corresponding Author(s) : Yi Yang
Asian Journal of Chemistry,
Vol. 31 No. 8 (2019): Vol 31 Issue 8
Abstract
We report herein the synthesis of CuSCF3 complex supported by 1,1'-bis(diphenyphosphino)ferrocene via deoxygenative reduction of Langlois reagent (CF3SO2Na). This cuprous complex [(dppf)Cu(SCF3)] was fully characterized by elemental analysis and 1H (13C, 19F, 31P) NMR spectra. In addition, the molecular structure of [(dppf)Cu(SCF3)] was established by X-ray crystallography. The crystal of compound 1 crystallizes in monoclinic, space group P21/n with a = 11.4366(9), b = 19.1340(16), c = 14.0625(11) Å, V = 3072.62(2) Å3, Z = 4, Z’ = 0, C35H28CuF3FeP2S, Mr = 719.00 and R-factor = 3.69. The short contacts between the two fluorine atoms of CF3S moiety and aromatic hydrogen of Cp/(Ph) rings were observed with leaving the sterically-congested fluorine untouched which highly resembled to the sibling [(PPh3)2CuSCF3]. These interesting secondary interactions in the crystal lattice were explained by the electrostatic forces in terms of the strong dipole of C-F bonds.
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- S. Barata-Vallejo and A. Postigo, Coord. Chem. Rev., 257, 3051 (2013); https://doi.org/10.1016/j.ccr.2013.07.004.
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- Y. Yang, L. Xu, S. Yu, X. Liu, Y. Zhang and D.A. Vicic, Chem. Eur. J., 22, 858 (2016); https://doi.org/10.1002/chem.201504790.
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- Crystal Clear and Crystal Structure, Rigaku and Rigaku Americas 9009 New Trails Dr. The Woodlands TX 77381 USA.
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References
S. Barata-Vallejo and A. Postigo, Coord. Chem. Rev., 257, 3051 (2013); https://doi.org/10.1016/j.ccr.2013.07.004.
H. Wang and D.A. Vicic, Synlett, 24, 1887 (2013); https://doi.org/10.1055/s-0033-1339435.
X.-H. Xu, K. Matsuzaki and N. Shibata, Chem. Rev., 115, 731 (2015); https://doi.org/10.1021/cr500193b.
L. Chu and F.-L. Qing, Acc. Chem. Res., 47, 1513 (2014); https://doi.org/10.1021/ar4003202.
K. Zhang, X.-H. Xu and F. Qing, Youji Huaxue, 35, 556 (2015); https://doi.org/10.6023/cjoc201501017.
Z. Weng, W. He, C. Chen, R. Lee, D. Tan, Z. Lai, D. Kong, Y. Yuan and K.-W. Huang, Angew. Chem. Int. Ed., 52, 1548 (2013); https://doi.org/10.1002/anie.201208432.
D. Kong, Z. Jiang, S. Xin, Z. Bai, Y. Yuan and Z. Weng, Tetrahedron, 69, 6046 (2013); https://doi.org/10.1016/j.tet.2013.05.073.
J. Tan, G. Zhang, Y. Ou, Y. Yuan and Z. Weng, Chin. J. Chem., 31, 921 (2013); https://doi.org/10.1002/cjoc.201300415.
Z. Wang, Q. Tu and Z. Weng, J. Organomet. Chem., 751, 830 (2014); https://doi.org/10.1016/j.jorganchem.2013.08.008.
Y. Huang, J. Ding, C. Wu, H. Zheng and Z. Weng, J. Org. Chem., 80, 2912 (2015); https://doi.org/10.1021/acs.joc.5b00144.
Y. Yang, L. Xu, S. Yu, X. Liu, Y. Zhang and D.A. Vicic, Chem. Eur. J., 22, 858 (2016); https://doi.org/10.1002/chem.201504790.
J.H. Clark, C.W. Jones, A.P. Kybett, M.A. McClinton, J.M. Miller, D. Bishop and R.J. Blade, J. Fluor. Chem., 48, 249 (1990); https://doi.org/10.1016/S0022-1139(00)80437-6.
J.H. Clark and H. Smith, J. Fluor. Chem., 61, 223 (1993); https://doi.org/10.1016/S0022-1139(00)80106-2.
Crystal Clear and Crystal Structure, Rigaku and Rigaku Americas 9009 New Trails Dr. The Woodlands TX 77381 USA.
G.M. Sheldrick, SHELXS97, A Program for Crystal Structure Solution, University of Göttingen: Germany (1997).
G.M. Sheldrick, SHELXS97, A Program for Crystal Structure Refinement, University of Göttingen: Germany (1997).
L. Jiang, J. Qian, W. Yi, G. Lu, C. Cai and W. Zhang, Angew. Chem. Int. Ed., 54, 14965 (2015); https://doi.org/10.1002/anie.201508495.