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Multifunctional chiral aminophosphines for enantiodivergent catalysis in a palladium‐catalyzed allylic alkylation reaction
Author(s) -
Eliseenko Sviatoslav S.,
Bhadbhade Mohan,
Liu Fei
Publication year - 2020
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23275
Subject(s) - chemistry , tsuji–trost reaction , palladium , catalysis , steric effects , allylic rearrangement , asymmetric induction , alkylation , ligand (biochemistry) , enantioselective synthesis , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , receptor
Trifunctional MAP‐based chiral phosphines were tested as new ligands in a Pd‐catalyzed asymmetric allylic alkylation, demonstrating fast and enantiodivergent catalysis. The palladium complexes of representative ligands by X‐ray analysis revealed a novel mode of P , N ‐coordination of the ligand to the palladium center, which may contribute to switching the sense of the asymmetric induction via combined steric and tunable H‐bonding interactions between the metal complex and the substrates.