1,3-Dimesitylimidazolidin-2-ylidene

1,3-Dimesitylimidazolidin-2-ylidene

Product Name: 1,3-Dimesitylimidazolidin-2-ylidene

CAS No.: 173035-11-5

EINECS No.: N/A

Molecular Formula: C21H26N2

Molecular Weight: 306.45

Appearance: White to light yellow powder

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1,3-Dimesitylimidazolidin-2-ylidene Detailed Description

Product Name: 1,3-Dimesitylimidazolidin-2-ylidene

Other Name: 1,3-Bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene; ;IMesH2; SIMes

CAS No.: 173035-11-5

Chemical Structure:

1,3-Dimesitylimidazolidin-2-ylidene Application:

1,3-Dimesitylimidazolidin-2-ylidene, commonly abbreviated as IMesH₂, is a stable N-heterocyclic carbene (NHC) precursor widely used in organometallic chemistry and catalyst development. It belongs to the class of saturated NHC ligands known for strong σ-donating and weak π-accepting properties, which provide excellent stability and reactivity control in transition-metal complexes. Its molecular structure, featuring two bulky mesityl (2,4,6-trimethylphenyl) substituents, enhances steric protection around the carbene center, leading to improved catalyst lifetimes and selectivity. This compound is an important building block in the synthesis of Grubbs-type olefin metathesis catalysts, palladium cross-coupling catalysts, and other metal-organic frameworks. Applications:

  1. Catalyst Precursor for Organometallic Synthesis
    1,3-Dimesitylimidazolidin-2-ylidene is a key ligand precursor used in the preparation of metal–NHC complexes, especially for ruthenium, palladium, and gold catalysts. These complexes exhibit superior thermal and chemical stability, making them suitable for various organic synthesis reactions.

  2. Olefin Metathesis and Polymerization Catalysis
    The compound serves as a crucial component in the synthesis of second- and third-generation Grubbs catalysts. It enhances catalytic efficiency and substrate tolerance in olefin metathesis, ring-opening polymerization, and cross-metathesis reactions used in fine chemical and polymer production.

  3. Advanced Material and Pharmaceutical Research
    In materials science and medicinal chemistry, 1,3-Dimesitylimidazolidin-2-ylidene is applied in designing functional metal complexes with tailored electronic and steric properties. It is also studied in asymmetric catalysis and synthesis of bioactive compounds, providing controlled reactivity and improved selectivity.

1,3-Dimesitylimidazolidin-2-ylidene Packaging and Shipping:

Packaging: 10g/bag, 100g/ bag, 1kg/bag or as customer’s required.

Shipping : DHL/ FedEx/ Air shipping

1,3-Dimesitylimidazolidin-2-ylidene Storage:

Please store in a well ventilated, dry place at 2-8 ℃ and avoid direct sunlight. When not in use, keep the container tightly closed. For long-term storage, keep it under -20℃.

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