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Chiral Mixed Secondary Phosphine‐Oxide–Phosphines: High‐Performing and Easily Accessible Ligands for Asymmetric Hydrogenation
Author(s) -
Landert Heidi,
Spindler Felix,
Wyss Adrian,
Blaser HansUlrich,
Pugin Benoît,
Ribourduoille Yann,
Gschwend Björn,
Ramalingam Balamurugan,
Pfaltz Andreas
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201002225
Subject(s) - phosphine , denticity , steric effects , rhodium , asymmetric hydrogenation , chemistry , phosphine oxide , transition metal , combinatorial chemistry , oxide , modular design , catalysis , enantioselective synthesis , metal , organic chemistry , computer science , operating system
P&O : Combining secondary phosphine oxides (SPOs) with phosphines leads to highly effective chiral bidentate ligands for transition‐metal‐based catalysts. JoSPOphos and TerSPOphos are readily accessible from inexpensive starting materials. The steric and electronic properties of these modular ligands can be easily tuned. In the asymmetric hydrogenation of functionalized alkenes, their rhodium complexes reacted to give enantioselectivities of up to 99 % ee and turnover frequencies of up to 20 000 h −1 .

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