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Efficient Preparation of New Rhodium‐ and Iridium‐[Bis(oxazolinyl)‐3,5‐dimethylphenyl] Complexes by CH Bond Activation: Applications in Asymmetric Synthesis
Author(s) -
Ito Junichi,
Shiomi Takushi,
Nishiyama Hisao
Publication year - 2006
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.200606049
Subject(s) - chemistry , iridium , rhodium , asymmetric hydrogenation , benzaldehyde , catalysis , medicinal chemistry , aldol reaction , enantioselective synthesis , reductive elimination , benzene , combinatorial chemistry , organic chemistry
The bis(oxazolinyl)‐3,5‐dimethylphenylrhodium and ‐iridium complexes were synthesized in high yields by an efficient CH bond activation method with 4,6‐dimethyl‐1,3‐bis(oxazolinyl)benzene derivatives. The catalytic activity of the complexes was examined for the asymmetric conjugate reduction of ( E )‐ethyl 3‐phenylbut‐2‐enoate and the asymmetric reductive aldol reaction of tert ‐butyl acrylate and benzaldehyde. It was found that the rhodium complex of 3,5‐dmPhebox showed the higher catalytic activity, whereas the corresponding iridium complexes proved to be less active.