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Highly efficient palladium precatalysts of homoscorpionate bispyrazolyl ligands for the more challenging Suzuki-Miyaura cross-coupling of aryl chlorides

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Title Highly efficient palladium precatalysts of homoscorpionate bispyrazolyl ligands for the more challenging Suzuki-Miyaura cross-coupling of aryl chlorides
 
Creator JOHN, A
SHAIKH, MM
BUTCHER, RJ
GHOSH, P
 
Subject n-heterocyclic-carbene
ring-opening polymerization
transition-metal compounds
mixed aqueous-medium
x-ray structures
arylboronic acids
room-temperature
sonogashira reactions
heterogeneous catalysis
vibrational-spectra
 
Description Highly efficient palladium precatalysts {[RN{-(CH(2))(n)-pz(2)(3,5-Me)}(2)]PdCl(2)}(m) [m = n = 1; R = 2,6-Me(2)C(6)H(3) (1), 2,4,6-Me(3)C(6)H(2) (2), CH(2)Ph (3) and m = n = 2; R = CH(2)Ph (4)] of a series of homoscorpionate bispyrazolyl ligands for the Suzuki-Miyaura cross-coupling of the more challenging aryl chloride substrates are reported. In particular, the palladium 1-4 precatalysts carried out the Suzuki-Miyaura cross-coupling of a wide variety of aryl chloride substrates bearing electron withdrawing, electron donating and heteroaryl substituents. Remarkably enough, the molecular structure determination of the 1-4 precatalysts by X-ray diffraction studies revealed the presence of anagostic [C-H center dot center dot center dot Pd] type interactions in the mononuclear 1-3 complexes of methylene bridged bispyrazolyl ligands whereas the ethylene bridged analog 4 yielded an interesting dimeric 20-membered macrometallacyclic complex devoid of any such interaction.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2011-08-28T12:02:23Z
2011-12-26T12:58:01Z
2011-12-27T05:46:57Z
2011-08-28T12:02:23Z
2011-12-26T12:58:01Z
2011-12-27T05:46:57Z
2010
 
Type Article
 
Identifier DALTON TRANSACTIONS, 39(31), 7353-7363
1477-9226
http://dx.doi.org/10.1039/c003174g
http://dspace.library.iitb.ac.in/xmlui/handle/10054/11734
http://hdl.handle.net/10054/11734
 
Language en