Substituted 2-(2''-pyridyl)benzimidazole palladium(II) complexes as an efficient catalytic system for Suzuki--Miyaura cross-coupling reactions

Authors

MAHMUT ULUSOY
NURDAL ÖNCEL
EMİNE AYTAR

DOI

10.3906/kim-1505-105

Abstract

A new series of $N,N$-type 2-(2'-pyridyl)benzimidazole ligands (2A$_{\mathbf{1}}$, 2A$_{\mathbf{2}}$, 3B$_{\mathbf{1}}$, 3B$_{\mathbf{2}}$, 3B$_{\mathbf{3}}$, and 4C$_{\mathbf{1}})$ and their Pd(II) complexes (5A$_{\mathbf{1}}$, 5A$_{\mathbf{2}}$, 6B$_{\mathbf{1}}$, 6B$_{\mathbf{2}}$, 6B$_{\mathbf{3}}$, and 7C$_{\mathbf{1}})$ were prepared and characterized by conventional spectroscopic methods and elemental analyses. The incorporation of $N$-coordinated benzimidazole complexes of palladium gave high catalytic activity in the Suzuki-Miyaura coupling of aryl halides substrates. After determining the best active catalyst as 5A$_{\mathbf{1}}$, bearing the mesityl substituent on the benzimidazole ring with the Pd(II) ion, optimization studies were carried out via changing the substrate, base, time, atmosphere, and the effect of water. The DMF:H$_{2}$O (4/1) and Cs$_{2}$CO$_{3}$ as base were found to be critical for the efficiency of the reaction yield (100%).

Keywords

Palladium, 2-(2'-pyridyl)benzimidazole, aryl halides, phenylboronic acid, Suzuki-Miyaura

First Page

1289

Last Page

1299

Recommended Citation

ULUSOY, MAHMUT; ÖNCEL, NURDAL; and AYTAR, EMİNE (2015) "Substituted 2-(2''-pyridyl)benzimidazole palladium(II) complexes as an efficient catalytic system for Suzuki--Miyaura cross-coupling reactions," Turkish Journal of Chemistry: Vol. 39: No. 6, Article 14. https://doi.org/10.3906/kim-1505-105
Available at: https://journals.tubitak.gov.tr/chem/vol39/iss6/14