Substituted (pyridinyl)benzoazole palladium complexes: Synthesis and application as Heck coupling catalysts
Journal article, 2007

The synthesis of 2-(4-tert-butylpyridin-2-yl)-benzooxazole (L3), 2-(4-tert-butyl-pyridin-2-yl)-benzothiazole (L4) and 6-tert-Butyl-2(4-tert-butyl-pyridin-2-yl)-benzothiazole (L5) by intramolecular cyclization under basic conditions is described. Reactions of 2-pyridin-2-yl-1H-benzoimidazole (L2), 2-pyridin-2-yl-benzothiazole (L2) and L3-L5 with either [Pd(NCMe)(2)Cl-2)] or [Pd(COD)MeCl] afforded the corresponding mononuclear palladium complexes [Pd(L1)MeCl] (1), [Pd(L2)MeCl] (2), [Pd(L3)Cl-2] (3), [Pd(L3)MeCl] (4), [Pd(L4)Cl-2] (5), [Pd(L4)MeCl] (6) and [Pd(L4)MeCl] (7) as confirmed by mass spectrometry and elemental analyses. The palladium complexes are efficient Heck coupling catalysts for the reaction of iodobenzene with butylacrylate under mild conditions. Benzothiazole and benzooxazole containing complexes show faster induction periods compared to the benzoimidazole analogues. (C) 2007 Elsevier Ltd. All rights reserved.

ETHYLENE

palladium complexes

Heck coupling

AGENTS

PYRIDINE LIGANDS

POLYMERIZATION

benzoazoles ligands

catalysts

ARYLATION

EFFICIENT

reactions

Author

S. O. Ojwach

University of Johannesburg

Gunnar Westman

Chalmers, Chemical and Biological Engineering, Organic Chemistry

J. Darkwa

University of Johannesburg

Polyhedron

0277-5387 (ISSN)

Vol. 26 18 5544-5552

Subject Categories

Chemical Sciences

DOI

10.1016/j.poly.2007.08.033

More information

Created

10/8/2017