866832-71-5Relevant academic research and scientific papers
Efficient Palladium-Catalyzed Carbonylation of 1,3-Dienes: Selective Synthesis of Adipates and Other Aliphatic Diesters
Yang, Ji,Liu, Jiawang,Ge, Yao,Huang, Weiheng,Ferretti, Francesco,Neumann, Helfried,Jiao, Haijun,Franke, Robert,Jackstell, Ralf,Beller, Matthias
, p. 9527 - 9533 (2021)
The dicarbonylation of 1,3-butadiene to adipic acid derivatives offers the potential for a more cost-efficient and environmentally benign industrial process. However, the complex reaction network of regioisomeric carbonylation and isomerization pathways, make a selective and direct transformation particularly difficult. Here, we report surprising solvent effects on this palladium-catalysed process in the presence of 1,2-bis-di-tert-butylphosphin-oxylene (dtbpx) ligands, which allow adipate diester formation from 1,3-butadiene, carbon monoxide, and methanol with 97 % selectivity and 100 % atom-economy under scalable conditions. Under optimal conditions a variety of di- and triesters from 1,2- and 1,3-dienes can be obtained in good to excellent yields.
Direct synthesis of adipic acid esters via palladium-catalyzed carbonylation of 1,3-dienes
Yang, Ji,Liu, Jiawang,Neumann, Helfried,Franke, Robert,Jackstell, Ralf,Beller, Matthias
, p. 1514 - 1517 (2020/01/08)
The direct carbonylation of 1,3-butadiene offers the potential for a more cost-efficient and environmentally benign route to industrially important adipic acid derivatives. However, owing to the complex reaction network of regioisomeric carbonylation and isomerization pathways, a selective practical catalyst for this process has thus far proven elusive. Here, we report the design of a pyridyl-substituted bidentate phosphine ligand (HeMaRaphos) that, upon coordination to palladium, catalyzes adipate diester formation from 1,3-butadiene, carbon monoxide, and butanol with 97% selectivity and 100% atom-economy under industrially viable and scalable conditions (turnover number > 60,000). This catalyst system also affords access to a variety of other di- and triesters from 1,2- and 1,3-dienes.
Solubilizing agents/solvents for organic UV filters
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Page/Page column 4, (2008/06/13)
The invention relates to the use of compounds of the general formula (I) wherein R,R′═HC1-5-hydrocarbon radical, —O—C1-5-oxyhydrcarbon radical and are identical or different R1, R2, R3═H, C1-5-hydrocarbon radical and are identical or different, X,Y═—O—; —O—C(O)—; —(O)C—O— and are identical or different, A=Aα=—O—C(O)—O—; Aβ=R4—CH2C(CH2—)3, Aγ=—C(H)isopropyl, R4═R4δ=—CH3; R4ε=—[CH2—CH(R1)]e-(Y)d—(CH2)c-Ph(R)a, a,b=1 to 5 and are identical or different, c,k=0 to 5 and are identical or different, d,h=0 or 1 and are identical or different, e,g=0 or 1 and are identical or different, f=0 or 1, m=1 to 3, n=0 or 1, as solubilizing agents/solvents for dissolving organic UV filters.
