Green and Recyclable Medium for Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS

doi:10.1016/S1872-2067(11)60397-5

Abstract

Abstract: PEG400-H₂O was a green and recyclable reaction medium for asymmetric hydrogenation of benzalacetone catalyzed by ruthenium achiral monophosphine complex, RuCl₂(TPPTS)₂ (TPPTS: P(m-C₆H₄SO₃Na)₃), which was modified by (S,S)-DPENDS (disodium salt of sulfonated (S,S)-1,2-diphenyl-1,2-ethylene-diamine). Under the optimized conditions, the chemoselectivity for 4-phenyl-3-buten-2-ol was 98.5% with a corresponding ee value of 74.3%. The resulting products could easily be separated from the catalyst by extraction with n-hexane. The catalyst immobilized on PEG400-H₂O could be recycled and reused at least five times without significant loss of chemoselectivity and enantioselectivity.

Key words: polyethylene glycol 400, water, asymmetric hydrogenation, water-soluble ruthenium-phosphine-diamine, benzalacetone, recycling

QIN Rui-Xiang, WANG Jin-Bo, XIONG Wei, FENG Jian, LIU De-Rong, CHEN Hua. Green and Recyclable Medium for Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl₂(TPPTS)₂-(S,S)-DPENDS[J]. Chinese Journal of Catalysis, 2012, 33(7): 1146-1153.

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Green and Recyclable Medium for Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl₂(TPPTS)₂-(S,S)-DPENDS

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