|
gptkbp:instanceOf
|
gptkb:chemical_compound
gptkb:carbenes
gptkb:heterocyclic_compounds
|
|
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
|
gptkb:triazole
imidazole
imidazolidine
thiazole
|
|
gptkbp:predecessor
|
metal-NHC complexes
|
|
gptkbp:relatedTo
|
gptkb: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
|
gptkb: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
|
|
https://www.w3.org/2000/01/rdf-schema#label
|
N-Heterocyclic Carbene
|