One-pot synthesis of new N-(1-methylpyridin-4(1H)-ylidene)amine ligands forpalladium-catalyzed Heck coupling reaction

Authors

MUHAMMAD ZAFAR
SABEEN ZAHRA
MUHAMMAD TAHIR
EHSAN MUGHAL
MUHAMMAD NAZAR
HUMMERA RAFIQUE

DOI

10.3906/kim-1703-44

Abstract

A series of new derivatives of N-(1-methylpyridin-4(1H)-ylidene)amines, [L1]-[L5], were synthesized and characterized by FTIR, NMR, MS, and XRD analysis. These targeted compounds were synthesized by the melt reaction between N-methylated-4-chloropyridinium triflate and corresponding amines (1-naphthyl amine, o-ansidine, 2-nitroaniline, p-ansidine, and cyclohexyl amine) followed by the addition of sodium hydride in dichloromethane in the same pot. These highly electron-donating N-(1-methylpyridin-4(1H)-ylidene)amine ligands considerably improve the catalytic activity of palladium acetate towards Heck-Mizoroki carbon-carbon cross-coupling reactions.

Keywords

N-(1-Methylpyridin-4(1H)-ylidene)amines, pyridinium amido, Heck-Mizoroki

First Page

63

Last Page

74

Recommended Citation

ZAFAR, MUHAMMAD; ZAHRA, SABEEN; TAHIR, MUHAMMAD; MUGHAL, EHSAN; NAZAR, MUHAMMAD; and RAFIQUE, HUMMERA (2018) "One-pot synthesis of new N-(1-methylpyridin-4(1H)-ylidene)amine ligands forpalladium-catalyzed Heck coupling reaction," Turkish Journal of Chemistry: Vol. 42: No. 1, Article 6. https://doi.org/10.3906/kim-1703-44
Available at: https://journals.tubitak.gov.tr/chem/vol42/iss1/6