Synthesis, characterization, crystal structure, and catalytic activity of palladium PEPPSI type complexes


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Demir Düşünceli S.

JOURNAL OF MOLECULAR STRUCTURE, no.1359, pp.145473-145485, 2026 (SCI-Expanded, Scopus)

Abstract

where NHC = 1-(2,3,5,6-tetramethylbenzyl)-3-(4-cyanobenzyl)benzimidazole-2-ylidene, 1,3-bis(4-cyanobenzyl)

benzimidazole-2-ylidene, or 1-(4-methylbenzyl)-3-(4-cyanobenzyl)benzimidazole-2-ylidene, and L = pyridine or

3-chloropyridine were prepared and characterized by elemental analysis, 1H and 13C NMR, and IR spectroscopy.

The molecular structure of dibromo[(1-(2,3,5,6-tetramethylbenzyl)-3-(4-cyanobenzyl)benzimidazole-2-ylidene]

pyridinepalladium(II) (2a) was determined by single-crystal X-ray diffraction analysis. The catalytic activity of

the Pd(II) complexes for Suzuki and Heck cross-coupling reactions was investigated in water-based solvent

mixtures. They were moderately active in the reaction of phenylboronic acid and aryl bromides. With 4-bromoacetophenone

and 4-bromobenzaldehyde, the desired products were obtained in 95% and 86% yields, respectively,

within 15 min at 80 ◦C using dibromo [1,3-bis(4-cyanobenzyl) benzimidazole-2-ylidene]pyridine

palladium(II), 2bIn the coupling of styrene with 4-bromoacetophenone, the product was obtained in 89% yield

after 5 h 80 ◦C using catalyst 2a. The antioxidant activities of the four compounds were also evaluated using

ABTS, OH and DPPH radical scavenging assays.