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Title of article :
Asymmetric transfer hydrogenation of acetophenone derivatives with novel chiral phosphinite based η6-p-cymene/ruthenium(II) catalysts
Author/Authors :
Murat Aydemir، نويسنده , , Nermin Meric، نويسنده , , Akin Baysal، نويسنده , , Yilmaz Turgut، نويسنده , , Cezmi Kayan، نويسنده , , Sevil ?eker، نويسنده , , Mahmut Togrul، نويسنده , , Bahattin Gümgüm، نويسنده ,
Issue Information :
دوفصلنامه با شماره پیاپی سال 2011
Pages :
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Abstract :
Enantioselective reduction of prochiral ketones to optically active secondary alcohols is an important subject in synthetic organic chemistry because the resulting chiral alcohols are extremely useful, biologically active compounds. The new chiral ligands (2R)-2-[benzyl{(2-((diphenylphosphanyl)oxy)ethyl)}amino]butyldiphenylphosphinite, 1 and (2R)-2-[benzyl{(2-((dicyclohexylphosphanyl)oxy)ethyl)}amino]butyldicyclohexylphosphinite, 2 and the corresponding ruthenium(II) complexes 3 and 4 have been prepared. The structures of these complexes have been elucidated by a combination of multinuclear NMR spectroscopy, IR spectroscopy and elemental analysis. 31P–{1H} NMR, DEPT, 1H–13C HETCOR or 1H–1H COSY correlation experiments were used to confirm the spectral assignments. These ruthenium(II)–phosphinite complexes have been used as catalysts for the asymmetric transfer hydrogenation of acetophenone derivatives. Under optimized conditions, aromatic ketones were reduced in good conversions and in moderate to good enantioselectivities (up to 85% ee).
Keywords :
Asymmetric transfer hydrogenation , Homogeneous catalysis , Chiral phosphinite ligands , Ruthenium(II) complexes
Journal title :
Journal of Organometallic Chemistry
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