1242030-69-8Relevant articles and documents
Reactivity switch enabled by counterion: Highly chemoselective dimerization and hydration of terminal alkynes
Xu, Caixia,Du, Weiyuan,Zeng, Yi,Dai, Bin,Guo, Hao
supporting information, p. 948 - 951 (2014/03/21)
A counterion-controlled reactivity tuning in Pd-catalyzed highly chemoselective and regioselective dimerization and hydration of terminal alkynes is reported. The use of acetate as counterion favors the formation of an alkenyl alkynyl palladium intermediate which forms hitherto less reported 1,3-diaryl-substituted conjugated enynes after reductive elimination. Using chloride, which is a better leaving group, leads to anion exchange on the alkenylpalladium intermediate with hydroxide which after reductive elimination and tautomerization delivered the hydration products.
Ortho, ortho′-Substituted KITPHOS monophosphines: Highly efficient ligands for palladium-catalyzed C-C and C-N bond formation
Doherty, Simon,Knight, Julian G.,McGrady, John P.,Ferguson, Alexandra M.,Ward, Nicholas A. B.,Harrington, Ross W.,Clegg, William
supporting information; experimental part, p. 201 - 211 (2010/06/20)
ortho, ortho′-Substitution of the phosphinoalkyne-derived aryl ring in KITPHOS (11-dicyclohexylphosphino-12-phenyl-9,10-ethenoanthracene) monophosphines enhances the performance of this class of ligand in palladium-catalyzed Suzuki-Miyaura cross-couplings and BuchwaldHartwig aminations, compared with their unsubstituted and mono-substituted counterparts. An alternative complementary synthesis of KITPHOS monophosphines has been developed and two new members of this family, 2,6-Me2-KITPHOS [11-dicyclohexylphosphino-12-(2,6-dimethylphenyl)-9,10-ethenoanthracene] and 2,6-(MeO)2-KITPHOS [11-dicyclohexylphosphino-12-(2,6-dimethoxyphenyl)-9,10-ethenoanthracene], have been prepared; palladium complexes of both are highly efficient catalysts for C - C and C - N bond formation with a range of electron-rich and electron-poor aromatic chlorides as well as heteroaryl chlorides.