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Synthesis and Crystal Structure of (1S)-1,1′-Bis{[N-ethyl-N-(1-methylethyl)-amino]-carbonyl}-2-(hydroxydiphenylmethyl)-ferrocene
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Abstract
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The title complex, (1S)-1,1'-bis{[N-ethyl-N-(1-methylethyl)-amino]carbonyl}-2-(hydroxyldiphenylmethyl)-ferrocene ([Fe(C24H22NO2)(C11H16NO)](2)center dot H2O, M-r = 1207.13), was synthesized via (-)-Sparteine-mediated enantioselective directed ortho-lithiation of 1,1'-bis{[N-ethyl-N-(1-methylethyl)-amino]carbonyl}-2-(hydroxydiphenylmethyl)-ferrocene. The structure of the title compound was determined by X-ray single-crystal diffraction. The crystal belongs to the orthorhombic system, space group P2(1)2(1)2(1), with a = 10.266(2), b = 17.676(4), c = 34.097(7) angstrom, v = 6187(2) angstrom(3), Z = 4, C70H86Fe2N4O7, D-c = 1.296 g/cm(3), mu = 0.527 mm(-1), T= 113(2) K, F(000) = 2568, the final R = 0.0469 and wR = 0.0984 for 13940 observed reflections with I > 2 sigma(I). The neighboring ferrocene derivatives are joined into dimers via O-H center dot center dot center dot O=C intermolecular hydrogen bonding by a water molecule. Besides, the dimers form neat rows along the a axis.
Keywords:
(1S)-1,1 '-bis{[N-ethyl-N-(1-methylethyl)-amino]carbonyl}-2-(hydroxydiphenylmethyl)-ferrocene
enantioselective synthesis
crystal structure
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