Silver-Catalyzed C-C Bond Formation Between Methane and Ethyl Diazoacetate in Supercritical CO2

被引：200

作者：

Caballero, Ana ^{[2
]}

Despagnet-Ayoub, Emmanuelle ^{[3
,4
]}

Mar Diaz-Requejo, M. ^{[2
]}

Diaz-Rodriguez, Alba ^{[1
,2
]}

Elena Gonzalez-Nunez, Maria ^{[1
]}

Mello, Rossella ^{[1
]}

Munoz, Bianca K. ^{[3
,4
]}

Ojo, Wilfried-Solo ^{[3
,4
]}

Asensio, Gregorio ^{[1
]}

Etienne, Michel ^{[3
,4
]}

Perez, Pedro J. ^{[2
]}

机构：

[1] Univ Valencia, Fac Farm, Dept Quim Organ, Valencia 46100, Spain

[2] Univ Huelva, Ctr Invest Quim Sostenible, Dept Quim & Ciencia Mat, Lab Catalisis Homogenea,Unidad Asociada,CSIC, Huelva 21007, Spain

[3] CNRS, LCC, F-31077 Toulouse, France

[4] Univ Toulouse 3, Univ Toulouse, Inst Natl Polytech Toulouse, LCC, F-31077 Toulouse, France

来源：

SCIENCE | 2011年 / 332卷 / 6031期

关键词：

H ACTIVATION; CARBENE INSERTION; METAL-COMPLEXES; FUNCTIONALIZATION; OXIDATION; HYDROCARBONS; ALKANES; METATHESIS; CONVERSION; MECHANISM;

D O I：

10.1126/science.1204131

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Even in the context of hydrocarbons' general resistance to selective functionalization, methane's volatility and strong bonds pose a particular challenge. We report here that silver complexes bearing perfluorinated indazolylborate ligands catalyze the reaction of methane (CH4) with ethyl diazoacetate (N2CHCO2Et) to yield ethyl propionate (CH3CH2CO2Et). The use of supercritical carbon dioxide (scCO(2)) as the solvent is key to the reaction's success. Although the catalyst is only sparingly soluble in CH4/CO2 mixtures, optimized conditions presently result in a 19% yield of ethyl propionate (based on starting quantity of the diazoester) at 40 degrees C over 14 hours.

引用

页码：835 / 838

页数：4

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