메뉴 건너뛰기




Volumn 51, Issue 1, 2012, Pages 126-132

Asymmetric hydrogenation of nonfunctionalized olefins in propylene carbonate - Kinetic or thermodynamic control?

Author keywords

[No Author keywords available]

Indexed keywords

ASYMMETRIC HYDROGENATION; COMPUTATIONAL STUDIES; PROPYLENE CARBONATE; THERMODYNAMIC CONTROL;

EID: 84855765343     PISSN: 08885885     EISSN: 15205045     Source Type: Journal    
DOI: 10.1021/ie200269q     Document Type: Article
Times cited : (7)

References (39)
  • 1
    • 77955684577 scopus 로고    scopus 로고
    • Organic carbonates as solvents in synthesis and catalysis
    • Schäffner, B.; Schäffner, F.; Verevkin, S. P.; Börner, A. Organic carbonates as solvents in synthesis and catalysis Chem. Rev. 2010, 110, 4551-4581
    • (2010) Chem. Rev. , vol.110 , pp. 4551-4581
    • Schäffner, B.1    Schäffner, F.2    Verevkin, S.P.3    Börner, A.4
  • 2
    • 60149091386 scopus 로고    scopus 로고
    • Grüne lösungsmittel für synthese und katalyse: Organische carbonate
    • Schäffner, B.; Verevkin, V. P.; Börner, A. Grüne lösungsmittel für synthese und katalyse: Organische carbonate Chem. Unserer Zeit 2009, 43, 12-21
    • (2009) Chem. Unserer Zeit , vol.43 , pp. 12-21
    • Schäffner, B.1    Verevkin, V.P.2    Börner, A.3
  • 4
  • 5
    • 84855785866 scopus 로고    scopus 로고
    • URL accessed February 07, 2011
    • Performance Products, http://www.huntsman.com. URL accessed February 07, 2011.
    • Performance Products
  • 7
    • 34447102805 scopus 로고    scopus 로고
    • Transformation of carbon dioxide
    • DOI 10.1021/cr068357u
    • Sakakura, T.; Choi, J.-C.; Yasuda, H. Transformation of Carbon Dioxide Chem. Rev. 2007, 107, 2365-2387 (Pubitemid 47029097)
    • (2007) Chemical Reviews , vol.107 , Issue.6 , pp. 2365-2387
    • Sakakura, T.1    Choi, J.-C.2    Yasuda, H.3
  • 8
    • 37649025335 scopus 로고    scopus 로고
    • Rhodium-catalyzed asymmetric hydrogenation with self-assembling catalysts in propylene carbonate
    • Schäffner, B.; Holz, J.; Verevkin, S. P.; Börner, A. Rhodium-catalyzed asymmetric hydrogenation with self-assembling catalysts in propylene carbonate Tetrahedron Lett. 2008, 49, 768-771
    • (2008) Tetrahedron Lett. , vol.49 , pp. 768-771
    • Schäffner, B.1    Holz, J.2    Verevkin, S.P.3    Börner, A.4
  • 9
    • 59849084387 scopus 로고    scopus 로고
    • Rh-catalyzed asymmetric hydrogenation of unsaturated lactate precursors in propylene carbonate
    • Schäffner, B.; Andrushko, V.; Holz, J.; Verevkin, S. P.; Börner, A. Rh-catalyzed asymmetric hydrogenation of unsaturated lactate precursors in propylene carbonate ChemSusChem 2008, 1, 934-940
    • (2008) ChemSusChem , vol.1 , pp. 934-940
    • Schäffner, B.1    Andrushko, V.2    Holz, J.3    Verevkin, S.P.4    Börner, A.5
  • 13
    • 48849115239 scopus 로고    scopus 로고
    • Organic carbonates as alternative solvent for palladium-catalyzed substitution reactions
    • Schäffner, B.; Holz, J.; Verevkin, S. P.; Börner, A. Organic carbonates as alternative solvent for palladium-catalyzed substitution reactions ChemSusChem 2008, 1, 349-353
    • (2008) ChemSusChem , vol.1 , pp. 349-353
    • Schäffner, B.1    Holz, J.2    Verevkin, S.P.3    Börner, A.4
  • 14
    • 3242727031 scopus 로고    scopus 로고
    • Process concepts for the transition metal catalyzed syntheses of formic acid and dimethylformamide based on carbon dioxide
    • Behr, A.; Obst, D.; Schulte, C. Process concepts for the transition metal catalyzed syntheses of formic acid and dimethylformamide based on carbon dioxide Chem. Eng. Technol. 2004, 76, 904-910
    • (2004) Chem. Eng. Technol. , vol.76 , pp. 904-910
    • Behr, A.1    Obst, D.2    Schulte, C.3
  • 15
    • 11144251835 scopus 로고    scopus 로고
    • Isomerizing hydroformylation of trans-4-octene to n-nonanal in multiphase systems: Acceleration effect of propylene carbonate
    • DOI 10.1016/j.molcata.2004.10.030, PII S1381116904008088
    • Behr, A.; Obst, D.; Turkowski, B. Isomerizing hydroformylation of trans -4-octene to n -nonanal in multiphase systems: Acceleration effect of propylene carbonate J. Mol. Catal. A 2005, 226, 215-219 (Pubitemid 40023328)
    • (2005) Journal of Molecular Catalysis A: Chemical , vol.226 , Issue.2 , pp. 215-219
    • Behr, A.1    Obst, D.2    Turkowski, B.3
  • 17
    • 49049121829 scopus 로고    scopus 로고
    • Cyclic alkylene carbonates. Experiment and first principles calculations for prediction of thermochemical properties
    • Verevkin, S. P; Emel'yanenko, V. N.; Toktonov, A. V.; Chernyak, Y.; Schäffner, B.; Börner, A. Cyclic alkylene carbonates. Experiment and first principles calculations for prediction of thermochemical properties J. Chem. Thermodyn. 2008, 40, 1428-1432
    • (2008) J. Chem. Thermodyn. , vol.40 , pp. 1428-1432
    • Verevkin, S.P.1    Emel'Yanenko, V.N.2    Toktonov, A.V.3    Chernyak, Y.4    Schäffner, B.5    Börner, A.6
  • 18
    • 58849100883 scopus 로고    scopus 로고
    • The solubility of hydrogen in the cyclic alkylene ester 1,2-butylene carbonate
    • Kume?an, J.; Tuma, D.; Verevkin, S. P.; Maurer, G. The solubility of hydrogen in the cyclic alkylene ester 1,2-butylene carbonate J. Chem. Eng. Data 2008, 53, 2844-2850
    • (2008) J. Chem. Eng. Data , vol.53 , pp. 2844-2850
    • Kumean, J.1    Tuma, D.2    Verevkin, S.P.3    Maurer, G.4
  • 20
    • 55649089822 scopus 로고    scopus 로고
    • Organic carbonates: Experiment and ab initio calculations for prediction of thermochemical properties
    • Verevkin, S. P.; Emel'yanenko, V. N.; Kozlova, S. A. Organic carbonates: Experiment and ab initio calculations for prediction of thermochemical properties J. Phys. Chem. A 2008, 112, 10667-10673
    • (2008) J. Phys. Chem. A , vol.112 , pp. 10667-10673
    • Verevkin, S.P.1    Emel'Yanenko, V.N.2    Kozlova, S.A.3
  • 23
    • 68549104277 scopus 로고    scopus 로고
    • Thermochemical and ab initio studies of biodiesel fuel surrogates: 1,2,3-Propanetriol triacetate, 1,2-ethanediol diacetate, and 1,2-ethanediol monoacetate
    • Verevkin, S. P.; Emel'yanenko, V. N.; Toktonov, A. V.; Leolko, A.; Duwensee, J.; Kragl, U.; Sarge, S. M. Thermochemical and ab initio studies of biodiesel fuel surrogates: 1,2,3-Propanetriol triacetate, 1,2-ethanediol diacetate, and 1,2-ethanediol monoacetate Ind. Eng. Chem. Res. 2009, 48, 7388-7399
    • (2009) Ind. Eng. Chem. Res. , vol.48 , pp. 7388-7399
    • Verevkin, S.P.1    Emel'Yanenko, V.N.2    Toktonov, A.V.3    Leolko, A.4    Duwensee, J.5    Kragl, U.6    Sarge, S.M.7
  • 24
    • 71649083569 scopus 로고    scopus 로고
    • Thermochemistry of ionic liquid-catalysed reactions. Theoretical and experimental study of the Beckmann rearrangement-Kinetic or thermodynamic control?
    • Verevkin, S. P.; Emel'yanenko, V. N.; Toktonov, A. V.; Goodrich, P.; Hardacre, C. Thermochemistry of ionic liquid-catalysed reactions. Theoretical and experimental study of the Beckmann rearrangement-Kinetic or thermodynamic control? Ind. Eng. Chem. Res. 2009, 48, 9809-9816
    • (2009) Ind. Eng. Chem. Res. , vol.48 , pp. 9809-9816
    • Verevkin, S.P.1    Emel'Yanenko, V.N.2    Toktonov, A.V.3    Goodrich, P.4    Hardacre, C.5
  • 25
    • 72349097370 scopus 로고    scopus 로고
    • Re-investigation and data assessment of the isomerization and 2,2′-cyclization of stilbenes and azobenzenes
    • Cammenga, H. K.; Emel'yanenko, V. N.; Verevkin, S. P. Re-investigation and data assessment of the isomerization and 2,2′-cyclization of stilbenes and azobenzenes Ind. Eng. Chem. Res. 2009, 48, 10120-10128
    • (2009) Ind. Eng. Chem. Res. , vol.48 , pp. 10120-10128
    • Cammenga, H.K.1    Emel'Yanenko, V.N.2    Verevkin, S.P.3
  • 26
    • 71649097944 scopus 로고    scopus 로고
    • Biomass-derived platform chemicals: Thermodynamic studies on the conversion of 5-hydroxymethylfurfural into bulk intermediates
    • Verevkin, S. P.; Emel'yanenko, V. N.; Stepurko, E. N.; Ralys, R. V.; Zaitsau, D. H.; Stark, A. Biomass-derived platform chemicals: Thermodynamic studies on the conversion of 5-hydroxymethylfurfural into bulk intermediates Ind. Eng. Chem. Res. 2009, 48, 10087-10093
    • (2009) Ind. Eng. Chem. Res. , vol.48 , pp. 10087-10093
    • Verevkin, S.P.1    Emel'Yanenko, V.N.2    Stepurko, E.N.3    Ralys, R.V.4    Zaitsau, D.H.5    Stark, A.6
  • 27
    • 0345686459 scopus 로고    scopus 로고
    • Secondary Benzylation Using Benzyl Alcohols Catalyzed by Lanthanoid, Scandium, and Hafnium Triflate
    • DOI 10.1021/jo034255h
    • Noji, M.; Ohno, T.; Fuji, K.; Futaba, N.; Tajima, H.; Ishii, K. Secondary benzylation using benzyl alcohols catalyzed by lanthanoid, scandium, and hafnium triflate J. Org. Chem. 2003, 68, 9340-9347 (Pubitemid 37456502)
    • (2003) Journal of Organic Chemistry , vol.68 , Issue.24 , pp. 9340-9347
    • Noji, M.1    Ohno, T.2    Fuji, K.3    Futaba, N.4    Tajima, H.5    Ishii, K.6
  • 28
    • 0242331198 scopus 로고    scopus 로고
    • 2-Cl) and Trimethylsilyl Chloride (TMSCl) Promote Facile and Efficient Dehydration of Tertiary Alcohols
    • DOI 10.1081/SCC-120025173
    • 2 - Cl) and trimethylsilyl chloride (TMSCl) promote facile and efficient dehydration of tertiary alcohols Synth. Commun. 2003, 33, 3653-3660 (Pubitemid 37351850)
    • (2003) Synthetic Communications , vol.33 , Issue.21 , pp. 3653-3660
    • Firouzabadi, H.1    Iranpoor, N.2    Hazarkhani, H.3    Karimi, B.4
  • 29
    • 0035576429 scopus 로고    scopus 로고
    • Enthalpies of vaporization of a series of linear aliphatic alcohols. Experimental measurements and application of the ERAS-model for their prediction
    • Kulikov, D.; Verevkin, S. P.; Heintz, A. Enthalpies of vaporization of a series of linear aliphatic alcohols. Experimental measurements and application of the ERAS-model for their prediction Fluid Phase Equilib. 2001, 192, 187-207
    • (2001) Fluid Phase Equilib. , vol.192 , pp. 187-207
    • Kulikov, D.1    Verevkin, S.P.2    Heintz, A.3
  • 32
    • 0000109748 scopus 로고    scopus 로고
    • Assessment of Gaussian-2 and density functional theories for the computation of enthalpies of formation
    • Curtiss, L. A.; Raghavachari, K.; Redferm, P. C.; Pople, J. A. Assessment of Gaussian-2 and density functional theories for the computation of enthalpies of formation J. Chem. Phys. 1997, 106, 1063-1079 (Pubitemid 127627025)
    • (1997) Journal of Chemical Physics , vol.106 , Issue.3 , pp. 1063-1079
    • Curtiss, L.A.1    Raghavachari, K.2    Redfern, P.C.3    Pople, J.A.4
  • 35
    • 84994982845 scopus 로고
    • Fast proton spectroscopic imaging with high signal-to-noise ratio: Spectroscopic RARE
    • Laurens, T.; Schmit-Quilès, F.; Nicole, D. Fast proton spectroscopic imaging with high signal-to-noise ratio: Spectroscopic RARE Magn. Reson. Chem. 1995, 33, 523-528
    • (1995) Magn. Reson. Chem. , vol.33 , pp. 523-528
    • Laurens, T.1    Schmit-Quilès, F.2    Nicole, D.3
  • 36
    • 54549104614 scopus 로고    scopus 로고
    • The major/minor concept: Dependence of the selectivity of homogeneously catalyzed reactions on reactivity ratio and concentration ratio of the intermediates
    • Schmidt, T.; Dai, Z.; Drexler, H.-J.; Hapke, M.; Preetz, A.; Heller, D. The major/minor concept: Dependence of the selectivity of homogeneously catalyzed reactions on reactivity ratio and concentration ratio of the intermediates Chem. Asian J. 2008, 3, 1170-1180
    • (2008) Chem. Asian J. , vol.3 , pp. 1170-1180
    • Schmidt, T.1    Dai, Z.2    Drexler, H.-J.3    Hapke, M.4    Preetz, A.5    Heller, D.6
  • 37
    • 0001950001 scopus 로고
    • Kinetic coupling in and between catalytic cycle
    • Boudart, M.; Djérga-Mariadassou, G. Kinetic coupling in and between catalytic cycle Catal. Lett. 1994, 29, 7-13
    • (1994) Catal. Lett. , vol.29 , pp. 7-13
    • Boudart, M.1    Djérga-Mariadassou, G.2
  • 38
    • 33847085684 scopus 로고
    • Identification of the enantioselective step in the asymmetric catalytic hydrogenation of a prochiral olefin
    • Chan, A. S. C.; Pluth, J. J.; Halpern, J. Identification of the enantioselective step in the asymmetric catalytic hydrogenation of a prochiral olefin J. Am. Chem. Soc. 1980, 102, 5952-5954
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 5952-5954
    • Chan, A.S.C.1    Pluth, J.J.2    Halpern, J.3
  • 39
    • 33845281011 scopus 로고
    • Asymmetric hydrogenation of methyl (Z)-α-acetamidocinnamate catalyzed by [1,2-bis(phenyl- o -anisoyl)phosphino)-ethane]rhodium(I): Kinetics, mechanism and origin of enantioselection
    • Landis, C. R.; Halpern, J. Asymmetric hydrogenation of methyl (Z)-α-acetamidocinnamate catalyzed by [1,2-bis(phenyl- o -anisoyl)phosphino)-ethane]rhodium(I): Kinetics, mechanism and origin of enantioselection J. Am. Chem. Soc. 1987, 109, 1746-1754
    • (1987) J. Am. Chem. Soc. , vol.109 , pp. 1746-1754
    • Landis, C.R.1    Halpern, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.