Asymmetric hydrogenation of 2-arylacrylic acids catalyzed by immobilized Rn-BINAP complex in 1-n-butyl-3-methylimidazolium tetrafluoroborate molten salt

Tetrahedron Asymmetry

Volumn 8, Issue 2, 1997, Pages 177-179

  Monteiro, Adriano L ^a   Zinn, Fabiano K ^a   De Souza, Roberto F ^a   Dupont, Jairton ^a  

^a FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC ACID DERIVATIVE; METAL COMPLEX;

ARTICLE; CATALYSIS; CHEMICAL REACTION; ENANTIOMER; HYDROGENATION; PRIORITY JOURNAL; REACTION ANALYSIS;

EID: 0031029991     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(96)00485-5     Document Type: Article

References (15)

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5. (a) Wan, K.T.; Davis, M.E.; Nature 1994, 370, 449.
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7. (a) Suarez, P.A.Z.; Dullius, J.E.L.; Einloft, S.; Souza, R.F.; Dupont, J.; Polyhedron 1996, 15, 1217.
8. (b) Einloft, S.; Dietrich, K.; Souza, R.F.; Dupont, J.; Polyhedron 1996, 15, 3257.
9. (c) Suarez, P.A.Z.; Dullius, J.E.L.; Einloft, S.; Souza, R.F.; Dupont, J.; Inorg. Chim. Acta, 1996, in press.
10. Chauvin, Y.; Mussmann, L.; Olivier, H.; Angew. Chem. Int. Ed. Engl. 1995, 34, 2698 and references cited therein.
11. 2 and the reaction mixture was stirred at room temperature for 4 h.
12. 2 at the desired pressure was followed by stirring at room temperature for 20 h. The organic phase (upper phase) was separated and analyzed by gas chromatography and the ionic catalyst phase was reused.
13. (c) Quantitative analysis: The mixture of hydrogenated and not hydrogenated acids are transformed into the methyl esters. The conversion and enantiomeric excess were determined on a Varian-CX-3400 GC equipped with a chiral column OV 1701 20heptakis(2,6-di-O-methyl-3-O-pentyl)-β-cyclodextrin. The absolute configuration was assigned by comparison with authentic samples of the esters of the (R)- and (S)-phenylpropionic acids.
14. Manimaran, T.; Wu, T.-C.; Klobucar, W.D.; Kolich, C.H.; Stahly, G.P.; Fronczek, F.R.; Watkins, S.E.; Organometallics 1993, 12, 1467.
15. Sun, Y.; Landau, R.N.; Wang, J.; LeBlond, C.; Blackmond, D.G.; J. Am. Chem. Soc. 1996, 118, 1348.