1731-79-9Relevant articles and documents
Polymerisable di- and triesters from Tall Oil Fatty Acids and related compounds
Furst, Marc R. L.,Seidensticker, Thomas,Cole-Hamilton, David J.
, p. 1218 - 1225 (2013)
Tall Oil Fatty Acids, a low value side product from the paper industry containing mainly oleic and linoleic acids, are used for producing the polyester precursor, dimethyl 1,19-nonadecanedioate by methoxycarbonylation in the presence of [Pd2(dba)3], 1,2- bis(ditertiarybutylphosphinomethyl)benzene and methanesulfonic acid in methanol. The methoxycarbonylation of methyl linoleate has been used to identify other products formed and approaches to their minimisation have been developed. It has also been used for the production of trimethyl heptadecanetricarboxylates. Finally, conjugated unsaturated esters of different chain length (up to 16 C atoms), some of them available from plant oils, are subjected to methoxycarbonylation to give α,ω-diesters.
Development of efficient palladium catalysts for alkoxycarbonylation of alkenes
Liu, Jiawang,Dong, Kaiwu,Franke, Robert,Neumann, Helfried,Jackstell, Ralf,Beller, Matthias
supporting information, p. 12238 - 12241 (2018/11/21)
Herein, we report a general and efficient Pd-catalysed alkoxycarbonylation of sterically hindered and demanding olefins including a variety of tri-, tetra-substituted and 1,1-disubstituted alkenes. In the presence of 1,3-bis(tert-butyl(pyridin-2-yl)phosphanyl)propane L3 or 1,4-bis(tert-butyl(pyridin-2-yl)phosphanyl)butane L4 the desired esters are obtained in good yields and selectivities. Similar transformation is obtained using tertiary ether as showcased in the carbonylation of MTBE to the corresponding linear ester in high yield and selectivity.
A new route to α,ω-diamines from hydrogenation of dicarboxylic acids and their derivatives in the presence of amines
Shi, Yiping,Kamer, Paul C. J.,Cole-Hamilton, David J.
supporting information, p. 5460 - 5466 (2017/11/22)
A new and selective route for the synthesis of polymer precursors, primary diamines or N-substituted diamines, from dicarboxylic acids, diesters, diamides and diols using a Ru/triphos catalyst is reported. Excellent conversions and yields are obtained under optimised reaction conditions. The reactions worked very well using 1,4-dioxane as solvent, but the greener solvent, 2-methyl tetrahydrofuran, also gave very similar results. This method provides a potential route to converting waste biomass to value added materials. The reaction is proposed to go through both amide and aldehyde pathways.