SIMes (or H
2Imes) 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
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and so ...
. 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. It is prepared by alkylation of trimethylaniline by dibromoethane followed by ring closure and dehydrohalogenation.
References
{{organic-compound-stub
Carbenes