404454

(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

• Sinónimos: (S,S)-Jacobsen’s catalyst
• Fórmula lineal: [[[(CH₃)₃C]₂C₆H₂-2-(O-)CH=N]₂C₆H₁₀]MnCl
• Número de CAS: 135620-04-1
• Peso molecular: 635.20
• Número MDL: MFCD02101663
• Código UNSPSC: 12352101
• ID de la sustancia en PubChem: 24865247
• NACRES: NA.22

Propiedades

• mp: 330-332 °C (lit.)
• cadena SMILES: CC(C)(C)c1cc2C=[N@@H]3[C@H]4CCCC[C@@H]4[N@H]5=Cc6cc(cc(c6O[Mn]35(Cl)Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C
• InChI: 1S/C36H54N2O2.ClH.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;1H;/q;;+3/p-3/b37-21+,38-22+;;/t29-,30-;;/m0../s1
• Clave InChI: LJVAWOSDJSQANR-RUIQGICGSA-K

Descripción

Descripción general

(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is a metal-salen complex that can catalyze a variety of asymmetric transformations.

Aplicación

Reactant involved in:

• Studies of intercalative binding with ct-DNA and radical scavenging antioxidant activity
• Immobilization on phenoxy-modified zirconium poly(styrenephenylvinylphosphonate)
• Synthesis of derivatvies for studies of conformational models of enantioselective reactions

Catalyst involved in:

• Asymmetric epoxidation of olefins
• Immobilization on ionic liquid modified mesoporous silica for oxidative kinetic resolution of racemic secondary alcohols†
• Immobilization on diamine modified zirconium olig-styrenyl phosphonate hydrogen phosphate for epoxidation of styrene

Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins. High enantioselectivities and yields are obtained for a variety of substrates, especially cis-alkenes. A few 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. Catalyst for the enantioselective epoxidation of a variety of olefins.

Información legal

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves