SIMes

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SIMes
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Names
IUPAC name
1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene
Other names
IMesH2, H2IMes
Identifiers
ChemSpider
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[edit]

  1. ^ Nolan, Steven P. (2006). N-Heterocyclic Carbenes in Synthesis. Wiley-VCH. ISBN 978-3-527-60940-6. 
  2. ^ "Synthesis of 1,3–bis(2,4,6–trimethylphenyl)–imidazolinium salts : SIMes.HCl, SIMes.HBr, SIMes.HBF4 and SIMes.HPF6. : Protocol Exchange". www.nature.com. Retrieved 2017-09-25.