Producción Científica Profesorado

Synthesis and crystal structure of the N-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane



Andrade López, Noemí

2005

Synthesis and crystal structure of the N-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane, Noemí Andrade-López,*, José G. Alvarado-Rodríguez, Benito Flores-Chávez, Journal of Chemical Crystallography, 35, No. 3, 2005, 191-196. ISSN: 1074-1542 (print version) ISSN: 1572-8854 (electronic version). DOI: 10.1007/s10870-005-2956-3


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 BN 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.



Producto de Investigación




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Synthesis and crystal structure of the N-8-(diphenyl-hydroxy-2-aminomethylpyridine)borane