7164-98-9Relevant articles and documents
A porous metal-organic framework as active catalyst for multiple C-N/C-C bond formation reactions
Wang, Bin,Yang, Pei,Ge, Zhi-Wei,Li, Cheng-Peng
, p. 13 - 15 (2015)
A 3D porous metal-organic framework {[Cu(4-tba)2](solvent)}n (1·S) is assembled via 4-(1H-1,2,4-triazol-1-yl)benzoic acid (Htba) and Cu(II) nodes, which shows the [2 + 2] roto-translational interpenetrating network. Interestingly, 1 displays high CO2 adsorption selectivity over CH4/H2/O2/Ar/N2 gases, and acts an efficient catalyst precursor in some C-N/C-C bond formation reactions, including Chan-Lam coupling reaction of phenylboronic acid with imidazole, Suzuki-Miyoura coupling reaction of phenylboronic acids with aryl halides, and Heck coupling reaction of styrene with aryl halides.
Base-free anaerobic Cu(II) catalysed aryl-nitrogen bond formations
Van Berkel, Sander S.,Van Den Hoogenband, Adri,Terpstra, Jan Willem,Tromp, Moniek,Van Leeuwen, Piet W.N.M.,Van Strijdonck, Gino P.F.
, p. 7659 - 7662 (2004)
The Cu(II) catalysed coupling of arylboronic acids with imidazole can be performed at ambient temperature without the need for base or dioxygen. The presence of water however is essential for the reaction to proceed.
Palladium-catalyzed hydrodefluorination of fluoroarenes
Brodney, Michael A.,Gair, Joseph J.,Giroux, Simon,Grey, Ronald L.
, p. 131 - 146 (2021/06/18)
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One-step synthesis of imidazoles from Asmic (anisylsulfanylmethyl isocyanide)
AlWedi, Embarek,Chao, Allen,Fleming, Fraser F.,Mueller, Louis G.
, p. 1499 - 1502 (2021/07/02)
Substituted imidazoles are readily prepared by condensing the versatile isocyanide Asmic, anisylsulfanylmethylisocyanide, with nitrogenous π-electrophiles. Deprotonating Asmic with lithium hexamethyldisilazide effectively generates a potent nucleophile that efficiently intercepts nitrile and imine electrophiles to afford imidazoles. In situ cyclization to the imidazole is promoted by the conjugate acid, hexamethyldisilazane, which facilitates the requisite series of proton transfers. The rapid formation of imidazoles and the interchange of the anisylsulfanyl for hydrogen with Raney nickel make the method a valuable route to mono- and disubstituted imidazoles.
Bis(NHC)-Pd-catalyzed one-pot competitive C-C*C-C, C-C*C-O, C-C*C-N, and C-O*C-N cross-coupling reactions on an aryl di-halide catalyzed by a homogenous basic ionic liquid (TAIm[OH]) under base-free, ligand-free, and solvent-free conditions
Zhu, Yanfang,Xu, Guiyang,Kazemnejadi, Milad
, p. 11662 - 11671 (2021/07/11)
Bis(NHC)-Pd-catalyzed competitive asymmetrical C-C*C-C, C-C*C-O, C-C*C-N, and O-C*C-N cross-coupling reactions were performedviathe one-pot strategy in the presence of a new ionic liquid, which played the roles of solvent, base, and ligand simultaneously. The ionic liquid was prepared based on a methyl imidazolium moiety with hydroxyl counter anionsviaa Hofmann elimination on a 1,3,5-triazine framework (TAIm[OH]). Pd ions could be efficiently coordinated through the bis(NHC)-ligand moiety in the ionic liquid. Based on differences in the competitive kinetics of C-C cross-coupling reactions (Heck, Suzuki, and Sonogashira) with C-N and C-O cross-coupling reactions, and also differences in the kinetics of aryl halides, the coupling reactions could be selectively performed with a low amount of by-products. The competitive cross-coupling reactions were thus performed with high selectivity under mild reaction conditions.
