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Phosphine free diamino-diol based palladium catalysts and their application in Suzuki–Miyaura cross-coupling reactions

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Title Phosphine free diamino-diol based palladium catalysts and their application in Suzuki–Miyaura cross-coupling reactions
 
Creator MOHANTY, SASMITA
SURESH, D
BALAKRISHNA, MS
MAGUE, JOEL T
 
Subject bromine compounds
catalysis
catalysts
chelation
chlorine compounds
ligands
 
Description Inexpensive air and moisture stable diamino-diol ligands [(2-OH-C10H6)CH2(μ-NC4H8N)CH2(C10H6-2-OH)] (1) and [(5-tBuC6H3-2-OH)CH2(μ-NC4H8N)CH2(5-tBuC6H3-2-OH)] (2) were synthesized by reacting corresponding alcohols with formaldehyde and piperazine. Treatment of ligands 1 and 2 with Pd(OAc)2 in 1:1 molar ratio afforded neutral palladium complexes [Pd{(OC10H6)CH2(μ-NC4H8N)CH2(C10H6O)}] (3) and [Pd{(5-tBuC6H3-2-O)CH2(μ-NC4H8N)CH2(5-tBuC6H3-2-O)}] (4) in good yield. The palladium complexes 3 and 4 are employed in Suzuki–Miyaura cross-coupling reactions between phenylboronic acid and several aryl chlorides or bromides. They are found to be competent homogeneous catalysts for a variety of substrates to afford the coupled products in good to excellent yields. The crystal structures of compounds 2 and 4 are also reported.
 
Publisher Elsevier
 
Date 2009-10-06T04:24:03Z
2011-11-25T15:46:42Z
2011-12-26T13:04:51Z
2011-12-27T05:50:53Z
2009-10-06T04:24:03Z
2011-11-25T15:46:42Z
2011-12-26T13:04:51Z
2011-12-27T05:50:53Z
2009
 
Type Article
 
Identifier Journal of Organometallic Chemistry 694(13), 2114-2121
0022-328X
http://dx.doi.org/10.1016/j.jorganchem.2009.02.019
http://hdl.handle.net/10054/1704
http://dspace.library.iitb.ac.in/xmlui/handle/10054/1704
 
Language en