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Ferrocenyliminophosphites as Easy‐to‐Modify Ligands for Asymmetric Catalysis
Author(s) -
Gavrilov Konstantin N.,
Maksimova Marina G.,
Zheglov Sergey V.,
Bondarev Oleg G.,
Benetsky Eduard B.,
Lyubimov Sergey E.,
Petrovskii Pavel V.,
Kabro Anzhelika A.,
HeyHawkins Evamarie,
Moiseev Sergey K.,
Kalinin Valery N.,
Davankov Vadim A.
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700396
Subject(s) - chemistry , substituent , denticity , allylic rearrangement , catalysis , ferrocene , ligand (biochemistry) , enantioselective synthesis , stereochemistry , enantiomer , enantiomeric excess , medicinal chemistry , combinatorial chemistry , organic chemistry , crystal structure , electrochemistry , receptor , biochemistry , electrode
Several N,P bidentate phosphite‐type ligands derived from readily available ferrocene‐based iminoalcohols were successfully used in Rh‐catalysed hydrogenations and Pd‐catalysed allylic substitutions of a variety of substrates. Moderate‐to‐high catalytic activities under standard conditions were observed, and the enantiomeric excess of the products were up to 97 %. Results obtained under systematic variation of the ligand parameters indicate that the enantioselectivity is largely determined by the nature of the phosphocentre and also by the substituent in the C*HN‐fragment. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)