Enantioselective hydrogenation of itaconic acid and its derivates with sol–gel immobilized Rh/BPPM catalysts

Autor:	Reinhard Schomäcker, Jochanan Blum, I. Volovych, Tobias Hamerla, Michael Schwarze
Rok vydání:	2013
Předmět:	Process Chemistry and Technology Silane Catalysis Tetraethyl orthosilicate chemistry.chemical_compound chemistry Tetramethyl orthosilicate Succinic acid Organic chemistry Itaconic acid Methanol Physical and Theoretical Chemistry Sol-gel Nuclear chemistry
Zdroj:	Journal of Molecular Catalysis A: Chemical. 366:359-367
ISSN:	1381-1169
Popis:	Itaconic acid and some of its derivates were hydrogenated with sol–gel entrapped Rh/BPPM catalysts in methanol solutions. The immobilization process was carried out by different gel building agents: hydrophilic tetramethyl orthosilicate Si(OMe)4 (TMOS) and tetraethyl orthosilicate Si(OEt)4 (TEOS), hydrophobic triethoxyphenylsilane PhSi(OEt)3/TMOS and trimethoxy(octyl)silane OcSi(OMe)3/TMOS. The choice of the silane precursor influences the enantioselectivity and the rate of the reaction because of the hydrophobic interactions between catalyst, gel and substrate. The immobilized catalyst could be recovered and recycled several times under N2-atmosphere. About 90–99% ee were achieved for the hydrogenation of itaconic acid to (S)-(+)-2-methyl succinic acid, and about 14% ee for the hydrogenation of dimethylitaconate to (S)-(+)-2-methyl-succinic acid dimethylester.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::0598b11d0c0513f1f056f287b76d98ae https://doi.org/10.1016/j.molcata.2012.10.016 Zobrazit plný text záznamu Full Text from ScienceDirect