Glyoxal-bis(mesitylimine) is an

organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ...

with the formula H₂C₂(NC₆H₂Me₃)₂ (Me =

methyl In organic chemistry, a methyl group is an alkyl derived from methane, containing one carbon atom bonded to three hydrogen atoms, having chemical formula . In formulas, the group is often abbreviated as Me. This hydrocarbon group occurs in many ...

). It is a yellow solid that is soluble in organic solvents. It is classified as a

diimine Diimines are organic compounds containing two imine (RCH=NR') groups. Common derivatives are 1,2-diketones and 1,3-diimines. These compounds are used as ligands and as precursors to heterocycles. Diimines are prepared by condensation reactions ...

ligand In coordination chemistry, a ligand is an ion or molecule (functional group) that binds to a central metal atom to form a coordination complex. The bonding with the metal generally involves formal donation of one or more of the ligand's electr ...

. It is used in

coordination chemistry A coordination complex consists of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many ...

and

homogeneous catalysis In chemistry, homogeneous catalysis is catalysis by a soluble catalyst in a solution. Homogeneous catalysis refers to reactions where the catalyst is in the same phase as the reactants, principally in solution. In contrast, heterogeneous catalysis ...

. It is synthesized by condensation of

2,4,6-trimethylaniline 2,4,6-Trimethylaniline is an organic compound with formula (CH3)3C6H2NH2. It is an aromatic amine that is of commercial interest as a precursor to dyes. It is prepared by selective mononitration of mesitylene, avoiding oxidation of the methyl grou ...

and

glyoxal Glyoxal is an organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of ...

. In addition to its direct use as a ligand, it is a precursor to imidazole precursors to the popular

NHC ligand NHC could refer to: * Nag Hammadi Codex, or Nag Hammadi Codices (e.g. Nag Hammadi Codex II, NHC II, Nag Hammadi Codex XIII, NHC XIII) * New Hanover County, a county in North Carolina * New Haven County, a county in Connecticut. * The National Human ...

called IMes.

Related compounds

*Glyoxal-bis(triisopropylphenylimine), which is bulkier than glyoxal-bis(mesitylimine). {{cite journal, title=Late-Stage Deoxyfluorination of Phenols with PhenoFluorMix, first1=Junting, last1=Chen, first2=Tobias, last2=Ritter, journal=Org. Synth. , year=2019, volume=96, page=16, doi=10.15227/orgsyn.096.0016, doi-access=free

References

Chelating agents Imines