888854-17-9

Basic information

• Product Name: 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
• Synonyms: 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
• CAS NO: 888854-17-9
• Molecular Weight: 390.612
• Mol File: 888854-17-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene(888854-17-9)
• EPA Substance Registry System: 1,3-bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene(888854-17-9)

Safety Data

• Hazardous Substances Data: 888854-17-9(Hazardous Substances Data)

Upstream product

• 3385-94-2 hexamethyldisilathiane 
• 22560-16-3 lithium triethylborohydride 
• 244187-81-3 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene 
• 13240-38-5 isopropylamine borane 
• 1722-33-4 methylamine-borane 
• 7337-45-3 N-tert-butylaminoborane 

Downstream Products

• 244187-83-5 (p-cymene)Ru(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)Cl₂ 

Relevant articles and documents

An exceptionally stable NHC complex of indane (InH3)

A spectroscopic study of the decomposition of a Lewis base adduct of indane is reported. The outcomes of this study have prompted the synthesis of the exceptionally stable indane complex [InH3(IPr?)]. The ease at which [InH3(IPr?)] can be handled shows promise for the exploration of indium trihydride reactivity.

Toward N-heterocyclic carbene stabilized zinc sulfides

A series of N-heterocyclic carbene (NHC) supported group 12 acetate complexes were prepared and their use as building blocks toward soluble group 12 sulfide precursors was explored. The highly moisture-sensitive NHC-ligated zinc dithiolato complex [(IPr)Zn(SSiMe3)2] was also synthesized [IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene], and its partial hydrolysis gave the dianionic zinc sulfide cluster [Zn3(μ3-S)(μ2-SSiMe3)3(SSiMe3)3]2?, which contained a rare example of a Zn3S structural motif. This preliminary observation indicates that the future growth of related metallosulfide clusters from [(IPr)Zn(SSiMe3)2] should be possible.

Metal-free dehydrogenation of amine-boranes by an N-heterocyclic carbene

The dehydrogenation of primary and secondary amine-boranes (RNH 2·BH3 and R2NH·BH3; R = alkyl groups) was studied using the bulky N-heterocyclic carbene IPr (IPr = [(HCNDipp)C:]; Dipp = 2,6-iPr2C6H3) as a stoichiometric dehydrogenation agent. In the case of primary amine-boranes, carbene-bound adducts IPr·BH2-NH(R)-BH3 were obtained in place of the desired polymers [RNH-BH2]n. The secondary amine-borane iPr2NH·BH3 participated in dehydrogenation chemistry with IPr to afford the aminoborane [iPr2NBH2] and the dihydroaminal IPrH 2 as products. Attempts to induce H2 elimination from the arylamine-borane DippNH2·BH3 yielded a reaction mixture containing the known species IPr·BH2NHDipp, IPr·BH2NH(Dipp)-BH3, free DippNH2 and IPrH2. The new hindered aryl-amine borane adduct Ar*NH 2·BH3 [Ar* = 2,6-(Ph2CH) 2-4-MeC6H2] underwent a reaction with IPr to give IPr·BH3 and free Ar*NH2, consistent with the presence of a weaker N-B dative bond in Ar*NH2· BH3 relative to its less hindered amine-borane analogues. The Royal Society of Chemistry 2013.