Favoring alkane primary carbon-hydrogen bond functionalization in supercritical carbon dioxide as reaction medium
The selectivity of a catalytic alkane functionalization process can be modified just changing the reaction medium from neat alkane to supercritical carbon dioxide (scCO2). A silica supported copper complex bearing an Nheterocyclic carbene ligand promotes the functionalization of carbon-hydrogen bond...
| Authors: | , , , , , , |
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| Format: | article |
| Publication Date: | 2019 |
| Country: | España |
| Institution: | Universidad de Huelva (UHU) |
| Repository: | Arias Montano. Repositorio Institucional de la Universidad de Huelva |
| Language: | English |
| OAI Identifier: | oai:ariasmontano.uhu.es:10272/16027 |
| Online Access: | http://hdl.handle.net/10272/16027 |
| Access Level: | Open access |
| Keyword: | Alkane Carbon-hydrogen Carbon dioxide |
| Summary: | The selectivity of a catalytic alkane functionalization process can be modified just changing the reaction medium from neat alkane to supercritical carbon dioxide (scCO2). A silica supported copper complex bearing an Nheterocyclic carbene ligand promotes the functionalization of carbon-hydrogen bonds of alkanes by transferring the CHCO2Et group from N2=CHCO2Et (ethyl diazoacetate, EDA). In neat hexane only 3% of the primary C-H bonds (ethyl heptanoate being the product) are functionalized in that manner, whereas the same reaction carried out in scCO2 provides a 30% yield in this linear ester. Such effect seems to be induced by an electronic density flux from the NHC ligand to the surrounding carbon dioxide molecules. |
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