Noemí Andrade-López, J. Alvarado-Rodríguez, Benito Flores-Chávez
Mar 1, 2005
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Journal
Journal of Chemical Crystallography
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), β = 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.