Regioselective Hydroaminomethylation of Vinylarenes by a Sol–Gel Immobilized Rhodium Catalyst

Autor:	Zackaria Nairoukh, Jochanan Blum
Rok vydání:	2014
Předmět:	Vinyl Compounds Propylamines Silica gel Catalyst support Organic Chemistry Silica Gel chemistry.chemical_element Regioselectivity Methylation Catalysis Rhodium chemistry.chemical_compound Aniline chemistry Organic reaction Organic chemistry Gels Hydrophobic silica
Zdroj:	The Journal of Organic Chemistry. 79:2397-2403
ISSN:	1520-6904 0022-3263
Popis:	In the course of our studies toward the development of new heterogeneous conditions for better controlling regioselectivity in organic reactions, we investigated the application of sol-gel immobilized organometallic catalyst for regioselective hydroaminomethylation of vinylarenes with aniline or nitroarene derivatives in an aqueous microemulsion. By immobilization of 6 mol % [Rh(cod)Cl]2 within a hydrophobic silica sol-gel matrix we were able to perform efficient hydroaminomethylation under mild conditions and isolate 2-arylpropylamines with high regioselectivity. The regioselectivity of the reaction was found to be mainly dependent on the hydrophobicity of the catalyst support. It is also significantly affected by the electronic nature of the substrates, by the reaction temperature, and by syngas pressure. The heterogenized catalyst can be reused for several times.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c7c5f38c89dc3f2602f21603da9fe600 https://doi.org/10.1021/jo402632s Zobrazit plný text záznamu