956972-08-0

Basic information

• Product Name: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene tribromoborane
• Synonyms: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene tribromoborane
• CAS NO: 956972-08-0
• Molecular Weight: 639.119
• Mol File: 956972-08-0.mol

Chemical Properties

• CAS DataBase Reference: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene tribromoborane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene tribromoborane(956972-08-0)
• EPA Substance Registry System: 1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene tribromoborane(956972-08-0)

Safety Data

• Hazardous Substances Data: 956972-08-0(Hazardous Substances Data)

Upstream product

• 10294-33-4 boron tribromide 
• 956972-12-6 1,3-bis(2,6-diiopropylphenyl)imidazol-2-ylidene borane 

Downstream Products

• 956972-09-1 ([1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]BH₂)2 
• 957069-58-8 (((CH(CH₃)2)2C₆H₃NCH)2C)2B₂H₂ 

Relevant articles and documents

NHC Supersilyl Silver Complex [Ag(IPr)SitBu3] as a Promising Agent for Substitution Reactions

The NHC supersilyl silver complex [Ag(IPr)SitBu3] (IPr = NHCIPr) was prepared by treatment of Ag(IPr)Cl with Na(thf)2[SitBu3] in benzene/thf at room temperature. X-ray quality crystals of the NHC supersilyl silver complex [Ag(IPr)SitBu3] (monoclinic, space group P21/m) were grown from heptane at room temperature. The 29Si NMR spectrum of a solution of [Ag(IPr)SitBu3] in C6D6 revealed two doublets caused by coupling to 107Ag and 109Ag nuclei. We further investigated the possibility of a conversion of triel halides EX3 by treatment with [Ag(IPr)SitBu3]. At ambient temperature the reaction of [Ag(IPr)SitBu3] with an excess of EX3 yielded tBu3SiEX2 (E = B, Al; X = Cl, Br; E = Ga; X = Cl) and IPr·EX3 (EX3 = BCl3, BBr3, AlCl3, AlBr3, GaCl3). The identity of tBu3SiEX2 and IPr·EX3 was confirmed by comparison with authentic samples.

Substitution reactions at tetracoordinate boron: Synthesis of N-heterocyclic carbene boranes with boron-heteroatom bonds

Boryl halide, carboxylate and sulfonate complexes of 1,3-bis(2,6- diisopropylphenyl)imidazol-2-ylidene (dipp-Imd-BH2X, X = halide or sulfonate) have been prepared from the parent borane dipp-Imd-BH3 by (1) substitution reactions with R-X (X = halide or sulfonate), (2) reactions with electrophiles (like I2 or NIS), or (3) acid/base reactions with HX (provided that HX has a pKa of about 2 or less). Dipp-Imd-BH 2I is most conveniently prepared by reaction with diiodine while dipp-Imd-BH2OTf is best prepared by reaction with triflic acid. These and other less reactive complexes behave as electrophiles and can be substituted by a wide range of heteroatom nucleophiles including halides, thiolates and other sulfur-based nucleophiles, isocyanate, azide, nitrite, and cyanide. The resulting products are remarkably stable, and many have been characterized by X-ray crystallography. Several are members of very rare classes of functionalized boron compounds (boron azide, nitro compound, nitrous ester, etc.).