Synthesis and characterization of boronates derived from non-symmetric amino-bis-phenols
Por:
Abreu A., Alas S.J., Beltrán H.I., Santillan R., Farfán N.
Publicada:
1 ene 2006
Resumen:
The condensation of 2-[[(2-hydroxyphenyl)amino]methyl]-phenols (1a-1e) with different arylboronic acids led to 12 new monomeric boronates of the type 2-aryl-dibenzo[d,h]-6-aza-1,3-dioxa-2-boracyclononene (2a-2l). The boronates were characterized by 1H-, 13C-, 11B- and 2D-NMR experiments, FT infrared, mass spectra and elemental analyses. The stereochemistry of the H-N ? B-Ph fusion is always cis, as established through the NMR spectra, as well as the X-ray structures of four boronates (2a, 2e, 2f and 2l). Hydrogen bonds between the amine proton and the oxygen ester of the five- membered ring are present in three X-ray structures (2a, 2e and 2f), while the supramolecular structure in the derivative possessing a primary amine (2l) is built up through the protons present in this moiety instead of the proton from the H-N ? B-Ph fragment. © 2005 Elsevier B.V. All rights reserved.
Filiaciones:
Abreu A.:
Departamento de Química, Centro de Investigación y de Estudios Avanzados, Instituto Politécnico Nacional, Apdo. Postal 14-740, 07000 México, D. F., Mexico
Alas S.J.:
Departamento de Química, Centro de Investigación y de Estudios Avanzados, Instituto Politécnico Nacional, Apdo. Postal 14-740, 07000 México, D. F., Mexico
Beltrán H.I.:
Instituto de Química, UNAM, Ciudad Universitaria, Circuito Exterior, Coyoacan, 04510, Mexico, D. F., Mexico
Santillan R.:
Departamento de Química, Centro de Investigación y de Estudios Avanzados, Instituto Politécnico Nacional, Apdo. Postal 14-740, 07000 México, D. F., Mexico
|