Design, Synthesis, and Application of Chiral Bicyclic Imidazole Catalysts

Cu-Catalyzed N-Arylation of Prolinamides: Access to Enantioenriched DMAP Analogues and Its Application in Black Rearrangement

“…Several brominated heteroaromatic compounds, such as 2-bromo-PPY, 2-bromo- N -methylimidazole and 5-bromo- N -methylimidazole, were also suitable reactants, affording coupling products C8j – l in 70–88% yields. It is worth mentioning that product C8l may be a potential Lewis base organocatalyst according to previous work . When acyclic amide 2f was employed, the corresponding N-arylation product C8m was obtained in 83% yield (Scheme a).…”

Three-component cascade reaction of 3-ketonitriles, 2-unsubstituted imidazole N-oxides, and aldehydes

“…5, 135.7, 133.0, 133.0, 131.9, 131.6, 129.8, 129.4, 128.0, 127.9, 127.5, 123.9, 123.3, 122.3, 72.5, 38.0, 31.5, 8.5, 6.6; 13 C{ 1 H} NMR (101 MHz, CDCl 3 ) δ: 137.9, 136. 2,134.7,132.9,132.0,130.8,130.5,129.7,128.4,128.1,127.7,124.1,122.1,77.4,39.6,31.4,9.1,7.1;IR (KBr) 7, 136.8, 132.3, 129.9, 129.1, 128.6, 128.1, 127.9, 124.3, 122.2, 122.0, 121.3, 118.9, 115.1, 35.8, 31.3, 8.4, 6.7; IR (KBr) ν (cm −1 ): 2924 (OH), 2176 (CN), 1690,1597,1450,1350,1281,756,694,610 ), 6.81 (t, J = 7.9 Hz, 1H), 5.30 (s, 1H), 3.76 (s, 3H), 3.72 (s, 3H), 2.22 (s, 3H), 2.03 (s, 3H); 13 C{ 1 H} NMR (151 MHz, DMSO-d 6 ) δ: 178. 1, 147.4, 143.7, 138.5, 136.7, 129.9, 128.0, 127.9, 124.1, 122.1, 122.0, 121.9, 120.9, 118.5, 111.1, 55.7, 35.8, 31.2, 8.4, 6.6; IR (KBr) ν (cm −1 ): 2931 (OH), 2176 (CN), 1543,1481,1443,1350,1273,1072,710 158.3, 138.1, 134.9, 129.8, 128.5, 128.1, 127.9, 127.2, 123.9, 122.6, 113.9, 55.1, 38.1, 31.7, 8.4, 6.8; 13 C{ 1 H} NMR (151 MHz, CDCl 3 , 333 K) δ: 159.…”

“…Products with diverse biological activities are especially common among imidazole derivatives. 1 Furthermore, the imidazole core is present in functional materials such as chiral catalysts, 2 polymers, 3 ligands, 4 and electroluminescent devices. 5 It means that synthetic methodologies for the preparation and functionalization of this versatile heterocycle are of great interest and is an area of intensive research.…”

Assembly of Homochiral Aluminum Oxo Clusters for Circularly Polarized Luminescence

“…Chiral materials have promising applications in many aspects, including chiral optoelectronics, − enantiomeric separation, − asymmetric catalysis, , etc. Chiral metal organic/oxo clusters (cMOCs) can be regarded as bridges connecting individual microscopic chiral molecules with the macroscopic structures of chiral materials.…”