Add time:08/28/2019         Source:sciencedirect.com

The borane and tribromoborane adducts of 2-bromopyridine, 2-chloropyridine, 2-fluoropyridine, and 2-cyanopyridine were successfully prepared, except in the case of the reaction between BBr3 and 2-cyanopyridine in which an insertion reaction gave bromo-(2-pyridyl)methylideneaminodibromoborane. The m.p., IR, 1H NMR and 11B NMR spectra of all compounds prepared are reported. An evaluation of the electronegativity and steric effects of the pyridine substituent in relation to the donor-acceptor strength of the dative bond has been made along with a discussion of the change in the electron density occurring within the pyridine ring system.

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