Synthesis and characterization of new (N→B) phenyl substituted[N-benzyliminodiacetate O,O′,N]boranes

The synthesis of nine (N→B) phenyl substituted[N-benzyliminodiacetate-O,O’,N]boranes 3a-3i is reported herein. These compounds were characterized by 1H, 13C, 11B, HETCOR, NOESY, infrared spectroscopy, mass spectrometry and in the case of compounds 3d and 3g also by 19F NMR. All compounds exhibit a b...

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Detalles Bibliográficos
Autores: HIRAM ISAAC BELTRAN CONDE, ROSA LUISA SANTILLAN BACA
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2005
País:México
Institución:Universidad Autónoma Metropolitana
Repositorio:Concentración de Recursos de Información Científica y Académica, UAM Cuajimalpa
Idioma:inglés
OAI Identifier:oai:ilitia.cua.uam.mx:123456789/49
Acceso en línea:http://ilitia.cua.uam.mx:8080/jspui/handle/123456789/49
Access Level:acceso abierto
Palabra clave:info:eu-repo/classification/cti/2
Boranos
Ácido Iminodiacético
RMN
Ariloboranos y σ Hammett
Descripción
Sumario:The synthesis of nine (N→B) phenyl substituted[N-benzyliminodiacetate-O,O’,N]boranes 3a-3i is reported herein. These compounds were characterized by 1H, 13C, 11B, HETCOR, NOESY, infrared spectroscopy, mass spectrometry and in the case of compounds 3d and 3g also by 19F NMR. All compounds exhibit a bicyclic structure due to the presence of an intramolecular N→B coordination bond. The structure of 4-chlorophenyl [N benzyliminodiacetate-O,O’,N]borane 3e was further established by a single crystal x-ray diffraction study. The correlation between δ(11B) of compounds 3a, 3d-3i and σHammett values shows that the strength of the N→B bond depends on the electronic factors of the substituent on the B-phenyl group.