17475-40-0Relevant academic research and scientific papers
Rhodium-Catalyzed Carbonylative Coupling of Alkyl Halides with Phenols under Low CO Pressure
Ai, Han-Jun,Li, Chong-Liang,Wang, Hai,Wu, Xiao-Feng
, p. 5147 - 5152 (2020/05/27)
A rhodium-catalyzed carbonylative transformation of alkyl halides under low pressure of CO has been developed. This robust catalyst system allows using phenols as the carbonylative coupling partner and, meanwhile, exhibits high functional group tolerance and good chemoselectivity. Substrates even with a large steric hindrance group or multiple reaction sites can be selectively converted into the desired products in good to excellent yields. A gram-scale experiment was performed and delivered an almost quantitative amount of the product. Control experiments were performed as well, and a possible reaction mechanism is proposed.
The scope and mechanism of palladium-catalysed Markovnikov alkoxycarbonylation of alkenes
Li, Haoquan,Dong, Kaiwu,Jiao, Haijun,Neumann, Helfried,Jackstell, Ralf,Beller, Matthias
, p. 1159 - 1166 (2016/11/28)
Hydroesterification reactions represent a fundamental type of carbonylation reaction and constitute one of the most important industrial applications of homogeneous catalysis. Over the past 70 years, numerous catalyst systems have been developed that allow for highly linear-selective (anti-Markovnikov) reactions and are used in industry to produce linear carboxylates starting from olefins. In contrast, a general catalyst system for Markovnikov-selective alkoxycarbonylation of aliphatic olefins remains unknown. In this paper, we show that a specific palladium catalyst system consisting of PdX2/N-phenylpyrrole phosphine (X, halide) catalyses the alkoxycarbonylation of various alkenes to give the branched esters in high selectivity (branched selectivity up to 91%). The observed (and unexpected) selectivity has been rationalized by density functional theory computation that includes a dispersion correction.
PROCESS FOR PREPARING ESTERS FROM FORMATES AND OLEFINICALLY UNSATURATED COMPOUNDS
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Paragraph 0060; 0065, (2014/10/29)
The invention provides a process for preparing esters from formates and olefinically unsaturated compounds with catalysts based on palladium compounds. In addition, the invention discloses a polyphasic reaction mixture and nonyl methyl ester mixtures prepared by the process according to the invention.
Rhodium-catalyzed synthesis of unsymmetrical di(aryl/heteroaryl)methanes using aryl/heteroarylmethyl ketones via CO-C bond cleavage
Li, Guangzhe,Arisawa, Mieko,Yamaguchi, Masahiko
supporting information, p. 4328 - 4330 (2014/04/17)
RhH(PPh3)4 and 1,2-bis(diphenylphosphino)benzene catalyze the reaction of aryl/heteroarylmethyl ketones and aryl heteroaryl ethers giving unsymmetrical diarylmethanes containing one or two heteroarenes in high yields. The reaction do
A unique palladium catalyst for efficient and selective alkoxycarbonylation of olefins with formates
Fleischer, Ivana,Jennerjahn, Reiko,Cozzula, Daniela,Jackstell, Ralf,Franke, Robert,Beller, Matthias
, p. 417 - 420 (2013/04/24)
Forget about CO! Carbonylations are among the most important homogeneously catalyzed reactions in the chemical industry, but typically require carbon monoxide. Instead, straightforward and efficient alkoxycarbonylations of olefins can proceed with alkyl formates in the presence of a specific palladium catalyst. Aromatic, terminal aliphatic, and internal olefins are carbonylated to give industrially important linear esters at low catalyst loadings. Copyright
A new versatile synthesis of esters from Grignard reagents and chloroformates
Bottalico, Daniela,Fiandanese, Vito,Marchese, Giuseppe,Punzi, Angela
, p. 974 - 976 (2008/02/02)
Cross-coupling reactions of chloroformates with organocopper reagents, derived from Grignard reagents, cuprous bromide and lithium bromide, provide a rapid and straightforward method for the synthesis of esters. Georg Thieme Verlag Stuttgart.
Process for the carbonylation of ethylenically unsaturated compounds
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, (2008/06/13)
The invention discloses a process for the carbonylation of ethylenically unsaturated compounds by reaction thereof with carbon monoxide and a coreactant in the presence of a catalyst system obtained by combining (a) a source of a Group VIII metal cation (
