[1,1′‐Binaphthalen]‐2‐ol ,3″‐[(1R,2R)‐1,2‐cyclohexanediylbis(nitrilomethylidyne)]bis[2′‐phenyl‐, (1R,1″R)‐ (9CI)

2014 
[244781-88-2] C60H46N2O2 (MW 826.01) InChI = 1S/C60H46N2O2/c63-59-45(35-43-23-9-13-27-49(43)57(59)55-47-25-11-7-21-41(47)31-33-51(55)39-17-3-1-4-18-39)37-61-53-29-15-16-30-54(53)62-38-46-36-44-24-10-14-28-50(44)58(60(46)64)56-48-26-12-8-22-42(48)32-34-52(56)40-19-5-2-6-20-40/h1-14,17-28,31-38,53-54,63-64H,15-16,29-30H2/b61-37+,62-38+/t53-,54-/m1/s1 InChIKey = VKDICYJIXAXPRX-JPFNADMXSA-N [1,1′-Binaphthalen]-2-ol, 3,3″-[(1R,2R)-1,2-cyclohexanediylbis[(E)-nitrilomethylidyne]]bis[2′-phenyl-, (1S,1″S)- (9CI) [793694-48-1] C60H46N2O2 (MW 826.01) [1,1′-Binaphthalen]-2-ol, 3,3″-[(1R,2R)-1,2-cyclohexanediylbis[(E)-nitrilomethylidyne]]bis[2′-phenyl-, (1R,1″R)- [760971-31-1] C60H46N2O2 (MW 826.01) [1,1′-Binaphthalen]-2-ol, 3,3″-[(1S,2S)-1,2-cyclohexanediylbis[(E)-nitrilomethylidyne]]bis[2′-phenyl-, (1R,1″R)- [760971-29-7] C60H46N2O2 (MW 826.01) [1,1′-Binaphthalen]-2-ol, 3,3″-[(1R,2R)-1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[2′-phenyl-, (1S,1″S)- [618380-83-9] C60H46N2O2 (MW 826.01) [1,1′-Binaphthalen]-2-ol, 3,3′-[(1S,2S)-1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[2′-phenyl-, (1R,1″R)-. [368454-69-7] C60H46N2O2 (MW 826.01) (chiral salen ligand for enantioselective transition metal-catalyzed reactions, including Ru-, Co-, and Ir- catalyzed cyclopropanation of alkenes,1 Ti-catalyzed sulfoxidation and Ru-catalyzed sulfimidation of sulfides,2 Mn-, Ru-, and Nb- catalyzed epoxidation of alkenes,3 Ir- and Mn- catalyzed CH bond functionalization,4 Ru-catalyzed oxidative kinetic resolution of sec-alcohols,5 and Zr- catalyzed asymmetric Baeyer–Villiger oxidations6) Solubility: soluble in common organic solvents. Preparative Methods: the chiral salen ligand 1 can be rapidly prepared in excellent yield by condensation of (1R, 2R)-1,2-cyclohexanediamine with (R)-3-formyl-2-hydroxy-2′-phenyl-1,1′-binaphthyl 27 in EtOH under an inert atmosphere at ambient temperature for 6 h (eq 1).1b (1) Preparation of optically active metal salen–1 complexes, M(salen), is generally achieved by simply mixing a solution of ligand 1 with an appropriate metal salt at elevated temperature. Handling, Storage, and Precautions: toxicity unknown; use in a fume hood, handle with appropriate safety protection equipment.
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