CAS 135620-04-1 | (S,S)-[N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III) Chloride

Name:(S,S)-[N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III) chloride

Synonyms:Jacobsen catalyst;JACOBSEN'S CATALYST;(S,S)-(+)N,N‘-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride;(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride;

CAS:135620-04-1

Purity:98%

Molecular Formula:C₃₆H₅₄Cl₃MnN₂O₂

Molecular Weight:708.12

Melting Point:330-332ºC(lit.)

Boiling Point:N/A

PSA:65.18

LogP:0.15

Appearance:dark brown powder

Storage condition:Store at room temperature

InChI:InChI=1S/C36H54N2O2.3ClH.Mn/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;;;/h17-22,29-30,39-40H,13-16H2,1-12H3;3*1H;/q;;;;+3/p-3/t29-,30-;;;;/m0..../s1

InChI Key:VGAJDQCIDNCJQC-FTKQXCDWSA-K

Application:Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins. High enantioselectivities and yields are obtained for a variety of substrates,especially cis-alkenes. Some applications include the synthesis of the taxol side chain and cis-1-amino-2-indanol. Jacobsen's catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers. A catalyst for the enantioselective epoxidation of a variety of olefins.

Reference:

1. Zhang, W. et al. J. Am. Chem. Soc. 112, 2801, (1990) 2. Zhang, W. Jacobsen, E.N. J. Org. Chem. 56, 2296, (1991) 3. Jacobsen, E.N. et al. J. Am. Chem. Soc. 113, 7063, (1991) 4. Lee, N.H. et al. Tetrahedron Lett. 32, 5055, (1991) 5. Deng, L. Jacobsen, E.N. J. Org. Chem. 57, 4320, (1992) 6. Senanayake, C.H. et al. Tetrahedron Lett. 37, 3271, (1996) 7. Senanayake, C.H. et al. Tetrahedron Lett. 36, 3993, (1995) 8. Adam, W. et al. Tet. 37, 6531, (1996) 9. J. Am. Chem. Soc. 113, 7063, (1991)

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