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Title: Pd(II) catalyzed transformation of Schiff bases in complexes of the type <i style="">trans</i>-[PdCl<sub>2</sub>(NH<sub>2</sub>Ar-X)<sub>2</sub>] (X = H, CH<sub>3</sub>, Cl): Reactivity with aldehydes and Heck coupling reaction
Authors: Kumari, Niraj
Yadav, Vinod Kumar
Záliš, Stanislav
Mishra, Lallan
Keywords: Schiff Base
Crystal Structure
DFT Calculations
C-C Heck Coupling
Issue Date: Apr-2012
Publisher: NISCAIR-CSIR, India
Abstract: Schiff bases of type (R-Ph-N=CH-Ph-CH=N-Ph-R), where, R = H (L<sub>1</sub>), CH<sub>3 </sub>(L<sub>2</sub>) and Cl (L<sub>3</sub>), in presence<i> </i>of<i> cis</i>-[Pd(en)Cl<sub>2</sub>] or [Pd(DMSO)<sub>2</sub>Cl<sub>2</sub>] (en = 1,2-diaminoethane, DMSO = dimethylsulphoxide) give <i>trans</i>-[PdCl<sub>2</sub>(NH<sub>2</sub>Ph)<sub>2</sub>] <b style="">(1)</b>,<b style=""> </b><i>trans</i>-[PdCl<sub>2</sub>(NH<sub>2</sub>PhCH<sub>3</sub>)<sub>2</sub>] (<b style="">2)</b> and <i>trans</i>-[PdCl<sub>2</sub>(NH<sub>2</sub>PhCl)<sub>2</sub>] (<b style="">3)</b>.<b style=""> </b>The complexes<b style=""> </b>are characterized using spectroscopic (IR, UV-vis and NMR) and X-diffraction techniques. The H-bonding interaction generates multinuclear supramolecular structure in complex (<b>2) </b>and<b> (3)</b>. Complex (<b style="">1) </b>on reaction with benzaldehyde, salicylaldehyde and 4-carboxybenzaldehyde yields complexes of the type [PdCl<sub>2</sub>(PhN=CHPh)<sub>2</sub>]<i style=""><sub> </sub></i><b style="">(4)</b>, [Pd(PhN=CHPhO)<sub>2</sub>]<i style=""><sub> </sub></i><b style="">(5)</b> and [PdCl<sub>2</sub>(PhN=CHPhCOOH)<sub>2</sub>]<i style=""><sub> </sub></i><b style="">(6) </b>respectively.<b style=""> </b>The structures have been optimized using density functional theory at B3LYP level. Heck coupling reactions of bromobenzene with acrylonitrile and bromobenzene with ethyl acrylate in the presence of complexes (<b style="">1)</b>,<b style=""> (2) </b>and<b style=""> (3) </b>have been carried out separately.
Description: 554-563
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.51A(04) [April 2012]

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