The role of the solvent in the asymmetric hydrogenation of β-keto esters with Ru-BINAP

Autor:	Pierre Jacobs, Shimona Geresh, Ivo F.J. Vankelecom, Adi Wolfson
Rok vydání:	2003
Předmět:	Chemistry Process Chemistry and Technology Asymmetric hydrogenation Enantioselective synthesis Reaction intermediate Catalysis Solvent chemistry.chemical_compound Organic chemistry Methanol Physical and Theoretical Chemistry Solvent effects BINAP
Zdroj:	Journal of Molecular Catalysis A: Chemical. 198:39-45
ISSN:	1381-1169
DOI:	10.1016/s1381-1169(02)00681-7
Popis:	The influence of the solvent on the asymmetric hydrogenation of methyl acetoacetate, as a representative β-keto esters, with Ru-BINAP was studied. The highest activities were measured when the reaction proceeded in methanol, ethanol or isopropanol. These solvents, which also act as proton donors, accelerate product release from the reaction intermediate. The presence of water in the reaction mixture has been found to be detrimental for both activity and enantioselectivity. All results could be explained by the existence of two different solvent dependent reaction pathways for product release.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::c3b7a9ca8425162d23ac9722b7912bc0 https://doi.org/10.1016/s1381-1169(02)00681-7 Zobrazit plný text záznamu Full Text from ScienceDirect