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Ortho, ortho?-Substituted KITPHOS monophosphines: Highly efficient ligands for palladium-catalyzed C-C and C-N bond formation

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.

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Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem