1,3-Bis(2,6-diisopropylphenyl)imidazolium-2-carboxylate (CAS 917604-39-8) is a masked N-Heterocyclic Carbene (NHC) precursor supplied by TCI, widely employed in organometallic catalyst synthesis. Upon thermal decarboxylation, it liberates the active NHC ligand in situ, offering a convenient and air-stable alternative to handling free carbenes. This compound is extensively applied in cross-coupling reactions, hydrogenation, and olefin metathesis catalyzed by transition metal complexes such as palladium, ruthenium, and iridium.
Advantages (TCI brochure)
- NHC ligands and catalysts are preparable by heating.
- No salt generated during preparation.
- Applicable under neutral conditions.
- NHC-CO2 adducts release CO2.
TCI brochures (PDF)
- Easily-preparable N-Heterocyclic Carbene (NHC) Precursors 2021-09-14 · p. 1
- N-Heterocyclic Carbene (NHC) Ligands and Metal Complexes 2026-02-10 · p. 1
- Ligands 2025-12-01 · p. 8
- Suzuki-Miyaura Cross Coupling Reaction 2025-12-01 · p. 26
Related TCI products
- TCI M2791 889617-36-1 3,3'-Methylenebis[1-(2,6-diisopropylphenyl)-3-imidazolium Bromide]
- TCI D3611 250285-32-6 1,3-Bis(2,6-diisopropylphenyl)imidazolium Chloride
- TCI C3429 1228185-09-8 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazolium Chloride
- TCI D5513 2893755-25-2 1,3-Di-tert-butylimidazolium Hydrogencarbonate (contains varying amounts of 1,3-Di-tert-butylimidazolium-2-carboxylate)
- TCI D5498 1372124-90-7 1,3-Diisopropylimidazolium Hydrogencarbonate (contains varying amounts of 1,3-Diisopropylimidazolium-2-carboxylate)
- TCI D5401 675877-56-2 1,3-Dimesitylimidazolium-2-carboxylate
From the TCI brochure
- Transition metal/NHC complex catalyst preparation
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References cited in the TCI brochure
- Adelina M. Voutchkova. Disubstituted Imidazolium-2-Carboxylates as Efficient Precursors to N-Heterocyclic Carbene Complexes of Rh, Ru, Ir, and Pd Journal of the American Chemical Society, 2005. doi:10.1021/ja056625k
Product Categories
- Catalysis and Inorganic ChemistryCarbon-Donor Ligands [Catalysis]N-Heterocyclic Carbene (NHC)-CO2 Adducts and NHC-HCO3 Salts [Carbon-Donor Ligands]
- Catalysis and Inorganic ChemistryCross-coupling Reaction using Transition Metal Catalysts [C-C Bond Formation]N-Heterocyclic Carbene (NHC) Ligands [Cross-coupling Reaction using Transition Metal Catalysts]
- Synthetic ReagentsC-C Bond Formation [Synthetic Reagents]Cross-coupling Reaction using Transition Metal Catalysts [C-C Bond Formation]
Produk Terkait
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3,3'-Methylenebis[1-(2,6-diisopropylphenyl)-3-imidazoliumBromide] TCI M2791
Regular price From Rp 4.584.300,00Regular priceRp 3.221.400,00Sale price From Rp 4.584.300,00 -
1,3-Bis(2,6-diisopropylphenyl)imidazoliumChloride TCI D3611
Regular price From Rp 1.060.500,00Regular priceRp 757.050,00Sale price From Rp 1.060.500,00 -
2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazoliumChloride TCI C3429
Regular price Rp 5.141.850,00Regular priceRp 3.610.950,00Sale price Rp 5.141.850,00 -
1,3-Di-tert-butylimidazoliumHydrogencarbonate(containsvaryingamountsof1,3-Di-tert-butylimidazolium-2-carboxylate) TCI D5513
Regular price Rp 3.790.500,00Regular priceRp 2.665.950,00Sale price Rp 3.790.500,00 -
1,3-DiisopropylimidazoliumHydrogencarbonate(containsvaryingamountsof1,3-Diisopropylimidazolium-2-carboxylate) TCI D5498
Regular price Rp 7.048.650,00Regular priceRp 4.944.450,00Sale price Rp 7.048.650,00 -
1,3-Dimesitylimidazolium-2-carboxylate TCI D5401
Regular price Rp 2.544.150,00Regular priceRp 1.794.450,00Sale price Rp 2.544.150,00 -
1,3-Dimethylimidazolium-2-carboxylate TCI D5396
Regular price From Rp 1.801.800,00Regular priceRp 1.275.750,00Sale price From Rp 1.801.800,00 -
1,3-Bis(2,6-diisopropylphenyl)imidazolidin-2-ylidene TCI B3506
Regular price Rp 7.844.550,00Regular priceRp 5.500.950,00Sale price Rp 7.844.550,00
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