Exploitation of synthetic reactions via C-H bond activation by transition metal catalysts. Carboxylation and aminomethylation of alkanes or arenes

被引:156
作者
Fujiwara, Y [1 ]
Takaki, K [1 ]
Taniguchi, Y [1 ]
机构
[1] HIROSHIMA UNIV,FAC ENGN,DEPT APPL CHEM,HIGASHIHIROSHIMA 739,JAPAN
关键词
C-H bond activation; carboxylation; aminomethylation; palladium; copper; CARBON-HYDROGEN-BONDS; AQUEOUS PLATINUM CHLORIDES; DIALKYL SULFIDE SYSTEMS; MOLECULAR-OXYGEN; ACETIC-ACID; MERCURY PHOTOSENSITIZATION; AROMATIC-COMPOUNDS; DIRECT OXIDATION; LOW-TEMPERATURE; METHANE;
D O I
10.1055/s-1996-5541
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Unactivated alkanes, including methane, ethane, and propane, can be carboxylated with CO by palladium and/or copper catalysts in TFA at 80 degrees C with high turnover numbers of the catalysts. The Pd-Cu mixed catalyst (1:1) exhibits extremely high activity for the carboxylation of alkanes other than methane. Methane is best transformed to acetic acid by the Cu catalyst. The reaction of methane with CO2 also gives acetic acid. The present method also causes a quantitative conversion of arenes such as benzene and chlorobenzene into the corresponding carboxylic acids with 1 atm CO at room temperature. In addition, gaseous alkanes-can be aminomethylated with tert-amine N-oxides by Cu catalysts in TFA at 150 degrees C.
引用
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页码:591 / &
页数:10
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