DSpace
 

DSpace at IIT Bombay >
IITB Publications >
Review >

Please use this identifier to cite or link to this item: http://dspace.library.iitb.ac.in/jspui/handle/100/3134

Title: Palladium complexes of abnormal n-heterocyclic carbenes as precatalysts for the much preferred cu-free and amine-free sonogashira coupling in air in a mixed-aqueous medium
Authors: JOHN, A
SHAIKH, MM
GHOSH, P
Issue Date: 2009
Publisher: ROYAL SOC CHEMISTRY
Citation: DALTON TRANSACTIONS,(47)10581-10591
Abstract: A series of new PEPPSI (Pyridine Enhanced Precatalyst Preparation Stabilization and Initiation) themed precatalysts of abnormal N-heterocyclic carbenes for the highly desirable Cu-free and amine-free Sonogashira coupling in air in a mixed-aqueous medium is reported. Specifically, the PEPPSI themed (NHC) PdI(2)(pyridine) type precatalysts, 1b-4b, efficiently carried out the highly convenient Cu-free and amine-free Sonogashira coupling of aryl bromides and iodides with terminal acetylenes in air in a mixed aqueous medium. Complexes, 1b-4b, were synthesized by the direct reaction of the corresponding imidazo[1,2-a] pyridinium iodide salts, 1a-4a, with PdCl(2) in pyridine in the presence of K(2)CO(3) as a base while the imidazo[1,2-a] pyridinium iodide salts, 1a-4a, were in turn synthesized by the alkylation reactions of the respective imidazo[1,2-a] pyridine derivatives with alkyl iodides. The density functional theory (DFT) studies revealed that these imidazol-3-ylidene[1,2-a] pyridine derived abnormal carbenes are strongly sigma-donating and consequently significantly weaken the catalytically important labile trans pyridine ligand in 1b-4b.
URI: http://dx.doi.org/10.1039/b913068c
http://dspace.library.iitb.ac.in/xmlui/handle/10054/13940
http://hdl.handle.net/100/3134
ISSN: 1477-9226
Appears in Collections:Review

Files in This Item:

There are no files associated with this item.

View Statistics

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

 

Valid XHTML 1.0! DSpace Software Copyright © 2002-2010  Duraspace - Feedback