Synthesis and crystal structure of the <Emphasis Type="Italic">N</Emphasis>-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane |
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Authors: | Email author" target="_blank">Noemí?Andrade-LópezEmail author José?G?Alvarado-Rodríguez Benito?Flores-Chávez |
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Institution: | (1) Centro de Investigaciones Químicas, Universidad Autónoma del Estado de Hidalgo, Ciudad Universitaria, Carretera Pachuca-Tulancingo Km 4.5, Pachuca Hidalgo, C.P., 42076, México |
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Abstract: | Reaction of 2-aminomethylpyridine with diphenylborinic acid in a mixture of CHCl3-diethyl ether gives diphenyl-(2-aminomethylpyridine-N,N )borane, a cyclic adduct that in presence of environmental moisture yields the N-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane. The two compounds were characterized by NMR and infrared spectroscopy. The structure of N-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane was confirmed by X-ray diffraction. This adduct crystallizes in monoclinic P21/n space group with unit cell dimensions: a = 13.193(2) (Å), b = 5.913(7) (Å), c = 19.604(2) (Å), = 90.295(3) , V = 1529.3(3) Å3, Z = 4. The B N distance is 1.645(3) Å and lies in the range of a dative bond. The NH and OH groups are involved in intermolecular hydrogen bonds formation and they add to the stabilization of the acyclic adduct in the solid state. |
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Keywords: | Boron adduct NMR spectroscopy characterization hydrogen bonding crystal structure |
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