Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/14891
Title: Primary amine-based palladium(II) complexes as catalysts for Suzuki-Miyaura reaction: Experimental and theoretical investigations on the effects of substituents on nitrogen atom
Authors: Tairai, Archana
Bhattacharyya, Pradip K
Kar, Rahul
Das, Pankaj
Keywords: Density functional calculations
Catalysts
Suzuki-Miyaura reactions
Cross coupling reactions
Palladium
Amine-based ligands
Issue Date: Nov-2012
Publisher: NISCAIR-CSIR, India
Abstract: Catalytic efficiencies of eight primary amine-based palladium(II) complexes of general formula, <i style="mso-bidi-font-style: normal">trans</i>-[PdCl<sub>2</sub>(RNH<sub>2</sub>)<sub>2</sub>] (<b style="mso-bidi-font-weight:normal">1L<sub>1</sub>-L<sub>8</sub></b>), have been evaluated for the Suzuki-Miyaura reaction of 4-bromonitrobenzene with phenylboronic acid at room temperature in water. The efficiencies of the catalysts follow the order: Ph<sub>3</sub>CNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>8</sub></b>) > Ph<sub>2</sub>CHNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>7</sub>)</b> > Ph<sub>2</sub>CH<sub>2</sub>NH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>6</sub></b>) > <i style="mso-bidi-font-style:normal"><sup>t</sup></i>BuNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>4</sub></b>) > CyNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>5</sub></b>) > <i style="mso-bidi-font-style:normal"><sup>i</sup></i>PrNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>2</sub></b>) > <i style="mso-bidi-font-style:normal"><sup>n</sup></i>BuNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>3</sub></b>) > <i style="mso-bidi-font-style:normal"><sup>n</sup></i>PrNH<sub>2</sub> (<b style="mso-bidi-font-weight:normal">L<sub>1</sub></b>). In order to ascertain the parameters affecting catalytic efficiencies, DFT based reactivity descriptors have been analyzed for the ligands. Good linear correlation is obtained between the observed yield (%) and the gas phase reactivity descriptors (chemical hardness, chemical potential and electrophilicity index). Good-to-excellent yields of coupling products are achieved using the <b style="mso-bidi-font-weight:normal">1L<sub>8</sub></b> complex as the catalyst for a range of aryl halides.
Description: 1545-1552
URI: http://hdl.handle.net/123456789/14891
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.51A(11) [November 2012]

Files in This Item:
File Description SizeFormat 
IJCA 51A(11) 1545-1552_Suppl Data.pdfSupplementary data214.92 kBAdobe PDFView/Open
IJCA 51A(11) 1545-1552.pdfMain article187.4 kBAdobe PDFView/Open


Items in NOPR are protected by copyright, with all rights reserved, unless otherwise indicated.