Direct Hydrosilylation of Tertiary Amides to Amines by an In Situ Formed Iron/N-Heterocyclic Carbene Catalyst
2013 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, no 11, 2066-2070 p.Article in journal (Refereed) Published
Tertiary amides were efficiently reduced to their corresponding tertiary amines in high isolated yields by using the commercially available and inexpensive polymeric silane polymethylhydrosiloxane (PMHS) as the reducing agent. The reaction is efficiently catalyzed by an in situ generated iron/N-heterocyclic carbene complex (1 mol-%) obtained from iron(II) acetate and 1-(2-hydroxy-2-phenylethyl)-3-methylimidazolium triflate ([PhHEMIM][OTF]). A catalytic amount of lithium chloride (1 mol-%) present in the reaction mixture significantly reduced the reaction time and increased the chemoselectivity of the reduction process.
Place, publisher, year, edition, pages
2013. no 11, 2066-2070 p.
Hydrosilylation, Iron, Carbenes, Amides, Amines
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-89868DOI: 10.1002/ejoc.201300010ISI: 000317132900005OAI: oai:DiVA.org:su-89868DiVA: diva2:621307
FunderSwedish Research CouncilKnut and Alice Wallenberg Foundation