New Rigid Polycyclic Bis(phosphane) for Asymmetric Catalysis
AbstractA simple, highly efficient synthesis of a series of novel chiral non-racemic rigid tetracyclic phosphorus ligands, applicable in important chemical asymmetric transformations, was performed. In a tandem cross-coupling/C-H bond activation reaction, a well-recognised and readily available ligand (R,R)-NORPHOS was used as the starting material. The palladium complexes of new ligands were obtained and characterised on the example of a crystalline dichloropalladium complex of [(1R,2R,9S,10S,11R,12R)-4-phenyltetracyclo[8.2.1.02,9.03,8]trideca-3,5,7-triene-11,12-diyl]bis(diphenylphosphane). A notably high activity and stereoselectivity of the palladium catalysts based on the new ligands were confirmed in a model asymmetric allylic substitution reaction. Herein, we discuss the geometry of the palladium complexes formed and its impact on the efficiency of the catalysts. A comparison of their geometric features with other bis(phosphane) ligand complexes found in the Cambridge Structural Database and built density functional theory (DFT) commutated models is also presented and rationalised. View Full-Text
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Pietrusiewicz, K.M.; Szwaczko, K.; Mirosław, B.; Dybała, I.; Jasiński, R.; Demchuk, O.M. New Rigid Polycyclic Bis(phosphane) for Asymmetric Catalysis. Molecules 2019, 24, 571.
Pietrusiewicz KM, Szwaczko K, Mirosław B, Dybała I, Jasiński R, Demchuk OM. New Rigid Polycyclic Bis(phosphane) for Asymmetric Catalysis. Molecules. 2019; 24(3):571.Chicago/Turabian Style
Pietrusiewicz, K. M.; Szwaczko, Katarzyna; Mirosław, Barbara; Dybała, Izabela; Jasiński, Radomir; Demchuk, Oleg M. 2019. "New Rigid Polycyclic Bis(phosphane) for Asymmetric Catalysis." Molecules 24, no. 3: 571.
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