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Description
TCI D3622 1,3-Diisopropylimidazolinium Tetrafluoroborate is an imidazolinium salt that serves as a precursor to a saturated N-heterocyclic carbene ligand bearing two isopropyl substituents, commonly referred to as the SIiPr precursor. Unlike NHC ligands carrying bulky aromatic groups, this compound presents medium-sized alkyl substituents, giving rise to a carbene that is comparatively slim yet still electron rich. In the laboratory it is used to prepare free carbenes and transition metal complexes, and as a reagent in organocatalysis and coordination chemistry studies.
The property that makes this compound attractive is the balance it strikes between electron donation and moderate steric hindrance. The isopropyl substituents are alkyl in character, so they contribute electron density to the ring and enhance the donor ability of the carbene, while their unexaggerated size leaves room for substrates to approach the metal centre. The saturated imidazolinium framework reinforces this sigma-donor character. The tetrafluoroborate anion is a weakly coordinating anion that does not compete for binding to the metal and improves the solubility of the salt in polar organic solvents such as acetonitrile or dichloromethane.
In Indonesian laboratories, this material is typically handled in university and institutional research groups working on catalysis, synthetic organic chemistry, and coordination chemistry. It is generally used at small scale on the bench or inside a glovebox, where the carbene is generated in situ with a suitable base and then combined with a metal source. Because it is a research-scale reagent, it is normally ordered in modest quantities and stored alongside other moisture-sensitive salts in the laboratory chemical store.
Laboratory Applications
Preparation of free N-heterocyclic carbenes: deprotonation of the imidazolinium salt with a suitable base releases the saturated SIiPr carbene for direct use in subsequent synthetic steps.
Synthesis of transition metal complexes: the salt serves as the ligand source for coordinating a strongly sigma-donating saturated carbene to a metal centre in complexation work.
Homogeneous catalysis studies: the combination of an electron-rich carbene with modest steric bulk allows substrates to reach the metal, supporting investigations of catalytic activity.
Organocatalysis research: the imidazolinium salt is employed as a reagent in organocatalytic studies where a saturated azolium framework is required for carbene generation.
Coordination chemistry investigations: the weakly coordinating tetrafluoroborate anion avoids competing for the metal, making the salt suitable for structure and bonding studies in solution.
Pack sizes: research-scale catalogue pack sizes; please confirm the available packaging when ordering
Physical form: solid imidazolinium salt
Storage note: keep tightly closed and protected from moisture
Handling and Storage
Store the container tightly closed in a cool, dry place away from moisture, since imidazolinium salts are hygroscopic and readily pick up water from humid air, which is a particular concern in Indonesian laboratory conditions. Keep the material in its original tightly sealed container, or transfer it to a dry screw-cap vial; storage in a desiccator or under an inert atmosphere is preferable for long-term use. Weigh and transfer the solid in a fume hood or glovebox using dry spatulas and dry glassware. Wear a laboratory coat, safety glasses, and chemical-resistant gloves, avoid inhaling dust, and consult the supplier safety data sheet before use and for disposal guidance.
