62179-16-2Relevant articles and documents
Biodegradable ionic liquids: Selected synthetic applications
Bouquillon, Sandrine,Courant, Thomas,Dean, Darrell,Gathergood, Nicholas,Morrissey, Saibh,Pegot, Bruce,Scammells, Peter J.,Singer, Robert D.
, p. 843 - 847 (2008/03/12)
3-Methyl-1-(propyloxycarbonylmethyl)imidazolium octylsulfate 1a and 3-methyl-1-(pentyloxycarbonylmethyl)imidazolium octylsulfate 2a are ionic liquids that have previously been shown to be readily biodegradable in the CO2 headspace test (ISO 14593). In the present study, these ionic liquids were evaluated as reaction media for Diels?Alder and hydrogenation reactions. The comparison of the performance of these two designer solvents in these reactions with those conducted in other, non-biodegradable ionic liquids has demonstrated that they are comparable and viable solvents. CSIRO 2007.
Chiral Arenethiolatocopper(I) Catalyzed Substitution Reactions of Acyclic Allylic Substrates with Grignard Reagents.
Klaveren, Mayra van,Persson, Eva S. M.,Villar, Amaya del,Grove, David M.,Baeckvall, Jan-E,Koten, Gerard van
, p. 3059 - 3062 (2007/10/02)
Asymmetric induction can be achieved in the γ-selective substitution reaction of allylic substrates (R'CH=CH-CH2Y) with n-BuMgI catalyzed by the chiral arenethiolatocopper(I) complex 1b.It was found that the enantiomeric excess of the γ-substituted product (R'CH(n-Bu)CH=CH2) is influenced by the coordinating ability of the leaving group Y, and e.e.'s of up to 42percent (R'=Cy, Y=OAc) have been obtained.
The Use of Ortho-Chelating Arenethiolate Non-transferable Groups in the Copper(I) Catalyzed Selective α or γ Substitution of Acyclic Allylic Substrates with Grignard Reagents
Klaveren, Mayra van,Persson, Eva S. M.,Grove, David M.,Baeckvall, Jan-E.,Koten, Gerard van
, p. 5931 - 5934 (2007/10/02)
Ortho-amino arenethiolatocopper(I) compounds are excellent catalysts for the cross-coupling reaction of Grignard reagents with acylic allylic substrates.For example, reaction of n-BuMgI with geranyl acetate in Et2O at 0 deg C yields quantitatively the γ substitution product, whereas the same reaction in THF at -30 deg C affords selectively the α substitution product.