Statements (51)
| Predicate | Object |
|---|---|
| gptkbp:instanceOf |
gptkb:chemical_compound
heterocyclic compounds carbenes |
| gptkbp:abbreviation |
gptkb:NHC
|
| gptkbp:charge |
neutral
|
| gptkbp:contains_functional_group |
carbene
|
| gptkbp:containsElement |
carbon
hydrogen nitrogen (sometimes) other heteroatoms |
| gptkbp:discoveredBy |
gptkb:Guy_Bertrand
|
| gptkbp:electronicStructure |
singlet carbene
|
| gptkbp:firstReported |
1991
|
| gptkbp:hasApplication |
catalysis
material science pharmaceutical chemistry |
| gptkbp:hasBondAngle |
~102° (C-N-C)
|
| gptkbp:hasEmptyOrbital |
yes
|
| gptkbp:hasLonePair |
yes
|
| gptkbp:hasParentStructure |
triazole
imidazole imidazolidine thiazole |
| https://www.w3.org/2000/01/rdf-schema#label |
N-Heterocyclic Carbene
|
| gptkbp:predecessor |
metal-NHC complexes
|
| gptkbp:relatedTo |
triazole
imidazole imidazolidine thiazole |
| gptkbp:stable |
yes
aromaticity air-stable (some derivatives) electron-donating substituents moisture-stable (some derivatives) thermally stable (some derivatives) |
| gptkbp:type |
gptkb:transition_metals
CO2 alkyl halides proton sources |
| gptkbp:usedAs |
ligand
|
| gptkbp:usedIn |
gptkb:Grubbs_catalyst
gptkb:Heck_reaction gptkb:Suzuki_coupling gptkb:Buchwald–Hartwig_amination gptkb:Schrock_catalyst organometallic chemistry olefin metathesis homogeneous catalysis cross-coupling reactions |
| gptkbp:bfsParent |
gptkb:NHC
|
| gptkbp:bfsLayer |
6
|