New Rigid Polycyclic Bis(phosphane) for Asymmetric Catalysis

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dc.contributor.authorDemchuk, Oleg M.
dc.contributor.authorPietrusiewicz, Kazimierz Michał
dc.contributor.authorSzwaczko, Katarzyna
dc.contributor.authorMirosław, Barbara
dc.contributor.authorDybała, Izabela
dc.contributor.authorJasiński, Radomir
dc.date.accessioned2022-06-22T13:12:11Z
dc.date.available2022-06-22T13:12:11Z
dc.date.issued2019
dc.description.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.pl
dc.identifier.citation"Molecules", 2019, Vol. 24, nr 3, 571pl
dc.identifier.doi10.3390/molecules24030571
dc.identifier.urihttp://hdl.handle.net/20.500.12153/3219
dc.language.isoenpl
dc.publisherMDPIpl
dc.rightsUznanie autorstwa-Użycie niekomercyjne-Bez utworów zależnych 3.0 Polska*
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/pl/*
dc.subjectbis(phosphane) palladium complexpl
dc.subjectmetallacyclepl
dc.subjectNORPHOSpl
dc.subjectallylic alkylationpl
dc.subjectasymmetric catalysispl
dc.subjectchiral phosphinespl
dc.subjectC-H bond activationpl
dc.subjectpolycyclic compoundspl
dc.subjectstereoselective synthesispl
dc.subjectDFT calculationspl
dc.titleNew Rigid Polycyclic Bis(phosphane) for Asymmetric Catalysispl
dc.typeinfo:eu-repo/semantics/articlepl
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