As a common heterocyclic compound, it belong copper-catalyst compound,Copper(I) bromide,7787-70-4,Molecular formula: BrCu,mainly used in chemical industry, its synthesis route is as follows.,7787-70-4
Direct route A round-bottomed flask equipped with a stirring bar was charged with the ligand, SSBn (0.1503g; 0.383mmol) and acetonitrile (10mL) to give a white milky suspension. Anhydrous CuBr (0.0555g, 0.38mmol) was added in one portion under vigourous stirring to give a white suspension which became briefly transparent after a few minutes. The mixture was stirred overnight to give an off-white precipitate; it was sonicated for a few seconds and further stirred for 30min. Diethyl ether (10mL) was added and stirring was continued for 5min to give the product as a white powder which was filtered, washed with diethyl ether (5mL) and dried in air (0.1802g, 0.334mmol, 88%).Sulfur insertion route [CuBr(CSBn)]2 (103mg, 0.102mmol) was partially dissolved in acetonitrile (20mL) in a Schlenk flask. To this was added an excess of sulfur (66mg, 2mmol per sulfur). The mixture was stirred at 70C for 5h after which time the mixture was diluted with 10mL of acetonitrile and filtered. The residue was extracted with acetonitrile (2¡Á10mL). The solvent of the combined organic phases was removed by oil pump vacuum and the off-white solid dried under reduced pressure. Yield=72.6mg (0.135mmol, 66%). 1H NMR (300MHz, DMSO-d6): delta=5.22 (s, 4H, PhCH2), 6.66 (s, 2H, NCH2N), 7.32 (s, 10H, 2¡Á C6H5), 7.50 (overlapping signal, 2H, CH=CH), 7.70 (overlapping signal, 2H, CH=CH). 13C{1H} NMR (DMSO-d6, 100MHz) delta 50.3 (CH2Ph), 56.2 (NCH2N), 118.9 (CHCH), 119.2 (CHCH), 127.9 (overlapping, m/p-C6H5), 128.6 (o-C6H5), 135.9 (i-C6H5), 159.4 (C=S). IR (cm-1): 3390.3, 3092.1, 1569.7, 1495.9, 1451.8, 1408.1, 1231.2, 1190.4, 959.6, 704.5, 671.6. MS (ESI+), m/z 991 [Cu2(SSBn)2Br]+, 847 [Cu(SSBn)2]+, 455. [Cu(SSBn)]+. Elemental analysis: Calc. for C21H20BrCuN4S2: C: 47.06; H: 3.76; N: 10.45. Found: C: 46.96; H: 3.81; N: 10.40.
With the synthetic route has been constantly updated, we look forward to future research findings about Copper(I) bromide,belong copper-catalyst compound
Reference£º
Article; Slivarichova, Miriam; Correa ?da Costa, Rosenildo; Nunn, Joshua; Ahmad, Ruua; Haddow, Mairi F.; Sparkes, Hazel A.; Gray, Thomas; Owen, Gareth R.; Journal of Organometallic Chemistry; vol. 847; (2017); p. 224 – 233;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”