Abstract
The enantio-differentiating hydrogenation of methyl acetoacetate was carried out over a (R,R)-tartaric acid-NaBr-modified reduced Ni catalyst. Reduced Ni was pre-modified in a methanol solution of tartaric acid and NaBr. It was revealed that the pre-treatment of methanol by molecular sieves was essential for attaining the high enantio-differentiating ability of 80–90% and high durability during repeated uses of the recovered catalyst.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
I.F.J. Vankelecom, P.A. Jacobs, Chiral Catalyst Immobilization and Recycling, Eds. D.E. De Vos, I.F.J. Vankelecom, P.A. Jacobs, Wiley-VCH (2000) 19 and references therein.
H.U. Blaser, C. Malan, B. Pugin, F. Spindler, H. Steiner, M. Studer, Adv. Syn. Catal., 345 (2003)103 and references therein.
J.M. Thomas, R. Raja, J. Organomet. Chem., 689 (2004) 4110 and references therein.
A. Tai and T. Harada, Tailored Metal Catalysts, Ed. Y. Iwasawa, Reidel, Dordrecht, (1986) 265 and references therein.
A. Tai, T. Sugimura, Chiral Catalyst Immobilization and Recycling, Eds. D.E. De Vos, I.F.J. Vankelecom, P.A. Jacobs, Wiley-VCH (2000) 173 and references therein.
T. Osawa, T. Harada and O. Takayasu, Top. Catal., 13 (2000) 155 and references therein.
A. Hoek W.M.H. Sachtler (1979) J. Catal. 58 276 Occurrence Handle10.1016/0021-9517(79)90265-3
T. Harada M. Yamamoto S. Onaka M. Imaida H. Ozaki A. Tai Y. Izumi (1981) Bull. Chem. Soc. Jpn. 54 2323
Y. Nita F. Sekine T. Imanaka S. Teranishi (1982) J. Catal. 74 382 Occurrence Handle10.1016/0021-9517(82)90043-4
A. Bennett S. Christie M.A. Keane R.D. Peacock G. Webb (1991) Catal. Today 10 363 Occurrence Handle10.1016/0920-5861(91)80017-4
P. Kukula L. Cerveny (2001) Appl. Catal. A: Gen. 210 237 Occurrence Handle10.1016/S0926-860X(00)00812-7
A. Wolfson S. Geresh M.V. Landau M. Herskowitz (2001) Appl. Catal. A: Gen. 208 91 Occurrence Handle10.1016/S0926-860X(00)00688-8
D. Jo J.S. Lee K.H. Lee (2004) Res. Chem. Intermed. 30 889 Occurrence Handle10.1163/1568567042420730
L.J. Bostelaar W.M.H. Sachtler (1984) J. Mol. Catal. 27 377 Occurrence Handle10.1016/0304-5102(84)85097-X
M.A. Keane (1997) Langmuir 13 41 Occurrence Handle10.1021/la950796t
T. Osawa S. Sakai K. Deguchi T. Harada O. Takayasu (2002) J. Mol. Catal. A: Chem. 185 65 Occurrence Handle10.1016/S1381-1169(02)00130-9
T. Osawa K. Sawada T. Harada O. Takayasu (2004) Appl. Catal. A: General 264 33 Occurrence Handle10.1016/j.apcata.2003.12.027
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Osawa, T., Oishi, S., Yoshihisa, M. et al. Enantio-differentiating hydrogenation of methyl acetoacetate over reduced nickel catalysts pre-modified in methanol. Catal Lett 102, 261–264 (2005). https://doi.org/10.1007/s10562-005-5866-2
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/s10562-005-5866-2