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Unusual Deactivation in the Asymmetric Hydrogenation of Itaconic Acid
Author(s) -
Schmidt Thomas,
Drexler HansJoachim,
Sun Jiangtao,
Dai Zhenya,
Baumann Wolfgang,
Preetz Angelika,
Heller Detlef
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200800756
Subject(s) - itaconic acid , chemistry , rhodium , asymmetric hydrogenation , alkyl , substrate (aquarium) , catalysis , single crystal , stereochemistry , photochemistry , medicinal chemistry , polymer chemistry , organic chemistry , crystallography , enantioselective synthesis , polymer , oceanography , geology , copolymer
During the asymmetric hydrogenation of itaconic acid with rhodium solvate complexes of the type [Rh(PP)(MeOH) 2 ] BF 4 (PP=DIPAMP, Me‐DuPHOS) a deactivation with increasing substrate concentration is observed. It is shown that this inhibition phenomenon is due to the in situ formation of an inactive rhodium(III)‐alkyl complex. Two crystal structures of single crystals of the responsible complexes ( 1 ) and ( 2 ) support the deactivation pathway.