35702-74-0Relevant academic research and scientific papers
Nickel-catalysed hydroalkoxylation reaction of 1,3-butadiene: Ligand controlled selectivity for the efficient and atom-economical synthesis of alkylbutenyl ethers
Bigot, Sandra,El Alami, Mohammed Samir Ibn,Mifleur, Alexis,Castanet, Yves,Suisse, Isabelle,Mortreux, Andre,Sauthier, Mathieu
, p. 9785 - 9788 (2013/08/23)
The nickel-catalysed hydroalkoxylation of butadiene is promoted by a nickel(0)/dppb catalyst (dppb=1,4-bis(diphenylphosphino)butane; see scheme). By following this new synthetic procedure, alkylbutenyl ethers are readily obtained from an alcohol and 1,3-butadiene with exclusion of dimerisation and telomerisation products. Copyright
An industrially viable catalyst system for palladium-catalyzed telomerizations of 1,3-butadiene with alcohols
Jackstell, Ralf,Harkal, Surendra,Jiao, Haijun,Spannenberg, Anke,Borgmann, Cornelia,Roettger, Dirk,Nierlich, Franz,Elliot, Mark,Niven, Stuart,Cavell, Kingsley,Navarro, Oscar,Viciu, Mihai S.,Nolan, Steven P.,Beller, Matthias
, p. 3891 - 3900 (2007/10/03)
The telomerization reaction of 1,3-butadiene with alcohols to give alkyl octadienyl ethers in the presence of palladium-carbene catalysts has been studied in detail. Unprecedented catalyst efficiency with turnover numbers (TON) up to 1500000 and turnover frequencies (TOF) up to 100000h-1 have been obtained after optimization for the reaction of methanol in the presence of an excess of in situ generated carbene ligands. High yields (75-97%) and catalyst productivities (TON 15000-100000) are observed for other aliphatic alcohols and phenols. For comparison five carbenepalladium(0) complexes have been synthesized and characterized by X-ray crystallography. Both electronic and steric effects on the stability and reactivity of the catalysts have been discussed on the basis of density functional theory calculations.
