Theoretical investigation into the palladium-catalyzed silaboration of pyridines

Authors

Alireza Ariafard, Islamic Azad UniversityFollow
Elham S. Tabatabaie, Islamic Azad University
Ali T. Monfared, Islamic Azad University
Shirin H. A Assar, Islamic Azad University
Christopher J. T Hyland, University of TasmaniaFollow
Brian Yates, University of Tasmania

RIS ID

95173

Publication Details

Ariafard, A., Tabatabaie, E. S., Monfared, A. T., Assar, S. H. A., Hyland, C. J. T. & Yates, B. F. (2012). Theoretical investigation into the palladium-catalyzed silaboration of pyridines. Organometallics, 31 (5), 1680-1687.

Abstract

The palladium-catalyzed silaboration of pyridines has been investigated with the use of density functional theory. The results predict a very interesting dearomatization step in the reaction mechanism which is surprisingly facile due to the formation of a very strong covalent bond between nitrogen and boron in the product. Our calculations show that the regioselectivity of the final product is governed by a mixture of electronic and steric effects, and our predicted outcomes are in agreement with the experimental results.