852445-83-1
Chemical Structure
IPrAuCl
- CAS No.: 852445-83-1
- Formula:C27H37AuClN2
- Molecular Weight:622.02
IUPAC Name: (1,3-bis(2,6-diisopropylphenyl)-2,3-dihydro-1H-imidazol-2-yl)gold(II) chloride
InChIKey: AOHDCBFGYXJRCK-UHFFFAOYSA-M
SMILES: Cl[Au]C1N(C2=C(C(C)C)C=CC=C2C(C)C)C=CN1C3=C(C(C)C)C=CC=C3C(C)C
Biological Activity: IPrAuCl is an achiral NHC-Au (I) precatalyst and gold (I) N-heterocyclic carbene complex catalyst. The Au-Cl bond of IPrAuCl, upon in situ chloride abstraction by silver salts (AgSbF6, AgOTf, AgBF4, AgNTf2, etc.) during the reaction, generates the cationic active species [Au (NHC)]+ with π-Lewis acidity, which efficiently activates unsaturated bonds such as alkynes/allenes/enynes and is used in reactions including cycloisomerization, oxidative rearrangement, and hydroamination[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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IPrAuCl | 98.2% | IPrAuCl is an achiral NHC-Au (I) precatalyst and gold (I) N-heterocyclic carbene complex catalyst. The Au-Cl bond of IPrAuCl, upon in situ chloride abstraction by silver salts (AgSbF6, AgOTf, AgBF4, AgNTf2, etc.) during the reaction, generates the cationic active species [Au (NHC)]+ with π-Lewis acidity, which efficiently activates unsaturated bonds such as alkynes/allenes/enynes and is used in reactions including cycloisomerization, oxidative rearrangement, and hydroamination. | ||||||||||||||||||||
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References
- [1]. He Y, et al. A Gold-Catalyzed Domino Cyclization Enabling Rapid Construction of Diverse Polyheterocyclic Frameworks. Angew Chem Int Ed Engl. 2018 Jan 2;57(1):272-276.
- [2]. Koohgard M, et al. β-Cyclodextrin–NHC–Au (I)-Catalyzed Enantioconvergent 1, 5-Enyne Cycloisomerizations. Organic Letters. 2024 Jul 1;26(27):5817-21.
- [3]. Wu Y, et al. Highly Efficient One-Pot Synthesis of 2, 4, 5-Trisubstituted 3 (2 H)-Furanones Utilizing a Au (I)-Catalyzed Oxidation/Pinacol Rearrangement/anti-Michael Cascade. Organic Letters. 2024 Sep 3;26(36):7656-60.
- [4]. Alcaide B, et al. Allene‐Based Gold‐Catalyzed Stereodivergent Synthesis of Azapolycyclic Derivatives of Unusual Structure. Advanced Synthesis & Catalysis. 2016 Apr 28;358(9):1469-77.
