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Thesis Name: Iridium-catalyzed asymmetric hydrogenation
Usage: catalyze
Keyword: Iridium-catalyzed asymmetric hydrogenation
Remarks: Cationic iridium complexes with chiral P,N-ligands and
tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BArF) as
the counterion are efficient homogeneous catalysts for the
enantioselective hydrogenation of olefins. In contrast to
chiral rhodium- and ruthenium-phosphine catalysts, they
do not require the presence of a polar coordinating
group near the C=C bond. In the hydrogenation of
unfunctionalized aryl-substituted olefins, high
enantioselectivities of >95% ee with full conversion,
turnover numbers of up to 5000 and turnover frequencies
of >5000 h-1 have been achieved. As illustrated by the
examples given in Schemes 3 and 4, the application
range is largely complementary to chiral Rh and Ru
catalysts. Several types of functionalized and
unfunctionalized olefins, for which no suitable catalysts were previously available, can now be hydrogenated
with high efficiency and good to excellent enantioselectivity. The iridium complexes used as precatalysts are air-stable and easy to handle. Further
attractive features are the ready availability and the
modular nature of the chiral ligands, making it possible
to optimize the catalyst structure for a specific substrate.
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