SYNTHESIS AND CHARACTERIZATION OF 1-(THIOPHEN-2-YL)-N-(P-TOLYL) METHANIMINE AND ITS PALLADIUM(II) COMPLEX

Abstract

The synthesis and characterization of 1-(thiophen-2-yl)-N-(p-tolyl)methanimine and bis[1-(thiophen-2-yl)-N-(p-tolyl) methanimine]PdCl2 are reported here. Both compounds are well characterized with 1H NMR, IR spectra and elemental analysis data. The reaction of thiophene-2-carbaldehyde reacted with p-toluidine in ethanol solvent at room temperature in 1:1 ratio afforded yellow colour solid of 1-(thiophen-2-yl)-N-(p-tolyl)methanimine in excellent yield. The reaction of 1-(thiophen-2-yl)-N-(p-tolyl)methanimine with Na2PdCl4 afforded 2:1 adduct of bis[1-(thiophen-2-yl)-N-(p-tolyl)
methanimine]PdCl2 complex. This manuscript is mainly concerned with the synthesis and characterization of a new bis[1-
(thiophen-2-yl)-N-(p-tolyl)methanimine]PdCl2 complex bearing Schiff base, 1-(thiophen-2-yl)-N-(p-tolyl)methanimine
ligand. In order to improve every aspect of the catalytic cycle in various coupling reactions like Suzuki, Heck, Stille cross
couplings and Sonogashira reaction, it is necessary to develop novel highly stable organopalladium complexes as catalyst.
The develop palladium complex can be used as a catalyst in several coupling reactions. The Schiff base ligand, 1-
(thiophen-2-yl)-N-(p-tolyl)methanimine can also be employed in several metallation reactions. These metallated
compounds can be used in development of a new sight of organometallic chemistry and synthesis of organic molecules.