SIMes
Names | |
---|---|
IUPAC name
1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene | |
Other names
IMesH2, H2IMes | |
Identifiers | |
ChemSpider | |
PubChem CID |
|
Properties | |
C21H26N2 | |
Molar mass | 306.45 g·mol−1 |
Melting point | 79 to 85 °C (174 to 185 °F; 352 to 358 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
SIMes (or H2Imes) is an N-heterocyclic carbene. It is a white solid that dissolves in organic solvents. The compound is used as a ligand in organometallic chemistry. It is structurally related to the more common ligand IMes but with a saturated backbone (the S of SIMes indicates a saturated backbone). It is slightly more flexible and is a component in Grubbs II.[1] It is prepared by alkylation of trimethylaniline by dibromoethane followed by ring closure and dehydrohalogenation.[2]
References
- ↑ Nolan, Steven P. (2006). N-Heterocyclic Carbenes in Synthesis. Wiley-VCH. ISBN 978-3-527-60940-6.
- ↑ http://www.nature.com/protocolexchange/protocols/2488#/procedure
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