1350639-41-6Relevant articles and documents
Bimetallic Cu/Pd Catalysts with Bridging Aminopyrimidinyl Phosphines for Decarboxylative Cross-Coupling Reactions at Moderate Temperature
Hackenberger, Dagmar,Song, Bingrui,Grünberg, Matthias F.,Farsadpour, Saeid,Menges, Fabian,Kelm, Harald,Gro?, Cedric,Wolff, Timm,Niedner-Schatteburg, Gereon,Thiel, Werner R.,Goo?en, Lukas J.
, p. 3579 - 3588 (2015/11/10)
A bimetallic catalyst system is presented that enables the decarboxylative cross-coupling of triflates with carboxylate salts at only 100 °C, which is 70 °C lower than with previous Cu/Pd-based systems. The new protocol allows the coupling of a broad range of aryl triflates with various substituted 2-nitrobenzoates in good to excellent yields. The key feature of the catalyst system is a bidentate P,N-ligand designed to bridge the Pd and Cu centres and thereby facilitating the rate-determining transmetalation step. Mass spectrometry (ESI-MS) studies support the ability of the aminopyrimidinyl phosphine to simultaneously coordinate copper and palladium.
Small substituents make large differences: Aminopyrimidinyl phosphanes undergoing C-H activation
Farsadpour, Saeid,Ghoochany, Leila Taghizadeh,Sun, Yu,Thiel, Werner R.
experimental part, p. 4603 - 4609 (2011/12/03)
Palladium complexes synthesised from (C6H5CN) 2PdCl2 and (2-aminopyrimidinyl)phosphanes show different coordination modes depending on the nature of the amino substituent attached to the pyrimidine ring. Whereas P,N-coordination is observed for primary and secondary amino groups, tertiary amino groups lead to C-H activation at the pyrimidine ring. These differences result in strongly different catalytic activities in the Suzuki-Miyaura coupling reaction. The palladium complexes were characterised spectroscopically and bymeans of X-ray structural analysis. DFT calculations were carried out to differ between the electronic and steric effects that are responsible for their behaviour in catalysis.
