A common heterocyclic compound, the chiral-catalyst compound, name is trans-Cyclohexane-1,2-diamine,cas is 1121-22-8, mainly used in chemical industry, its synthesis route is as follows.,1121-22-8
General procedure: Salen ligands were obtained in the stoichiometric reaction of salicylic aldehyde and trans-1,2-diaminocyclohexane in 96% ethanol solution according to [13c]. Reactions were carried out in 50 ml three-neck round-bottomed flask, equipped with reflux condenser, dropping funnel, magnetic stirrer and heating mantle. The solution of trans-1,2-diaminocyclohexane (0,57 ml, 5 mmol) in EtOH (10 ml) was slowly added to a hot solution of appropriate aldehyde (10 mmol) in EtOH (20 ml). The reaction mixture was heated at reflux for 1.5 h. After cooling to room temperature, the yellow precipitate that formed was filtered off and washed with cold EtOH (5 ml). The ligands were used without further purification. (¡À)-trans-N,N-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclo-hexanediamine (H2salcn(2Bu)) (H2salcn(BuOMe)) Anal. Calc. for C36H54N2O2: C, 79.07%; H, 9.95%; N, 5.12%; C/N = 15.44. Found: C, 78.98%; H, 10.25%; N, 5.17%; C/N = 15.27. 1H-NMR (CDCl3): delta = 13.70 (bs, 2H), 8.29 (s, 2H), 7.29 (d, J = 2.40 Hz, 2H), 6.97 (d, J = 2.30 Hz, 2H), 3.31 (m, 2H), 1.94 (m, 2H), 1.87 (m, 2H), 1.73 (m, 2H), 1.47 (m, 2H), 1.40 (s, 18H), 1.23 (s, 18H). Yield: 2.19 g, 80%, mp = 178-181 C.
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Reference£º
Article; Tomczyk; Nowak; Bukowski; Bester; Urbaniak; Andrijewski; Olejniczak; Electrochimica Acta; vol. 121; (2014); p. 64 – 77;,
Chiral Catalysts
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