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New chiral phosphinite ligands with C 2 ‐symmetric axis and their possible applications in Ru‐catalyzed asymmetric transfer hydrogenation
Author(s) -
Aydemir Murat,
Meric Nermin,
Baysal Akın,
Kayan Cezmi,
Toǧrul Mahmut,
Gümgüm Bahattin
Publication year - 2010
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.1594
Subject(s) - chemistry , transfer hydrogenation , acetophenone , ruthenium , phosphinite , catalysis , selectivity , asymmetric hydrogenation , medicinal chemistry , noyori asymmetric hydrogenation , enantioselective synthesis , stereochemistry , organic chemistry
The new chiral ligands N , N ′‐bis‐[(1 R )‐1‐ethyl‐2‐ O ‐(diphenylphosphinite)ethyl]ethanediamide, 1, and N , N ′‐bis‐[(1 S )‐1‐isobutyl‐2‐ O ‐(diphenylphosphinite)ethyl]ethanediamide, 2, and the corresponding ruthenium complexes 3 and 4 were prepared and their structures were elucidated by a combination of multinuclear NMR spectroscopy, IR spectroscopy and elemental analysis. Following activation by NaOH, these chiral ruthenium complexes serve as catalyst precursors for the asymmetric transfer hydrogenation of acetophenone derivatives in i PrOH. The complexes 3 and 4 showed high catalytic activity but low selectivity in asymmetric transfer hydrogenation reactions. Copyright © 2009 John Wiley & Sons, Ltd.