404454

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

• Synonyme(s) : (S,S)-Jacobsen’s catalyst
• Formule linéaire : [[[(CH₃)₃C]₂C₆H₂-2-(O-)CH=N]₂C₆H₁₀]MnCl
• Numéro CAS: 135620-04-1
• Poids moléculaire : 635.20
• Numéro MDL: MFCD02101663
• Code UNSPSC : 12352101
• ID de substance PubChem : 24865247
• Nomenclature NACRES : NA.22

Propriétés

• Niveau de qualité: 200
• Pf: 330-332 °C (lit.)
• Chaîne 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
• Clé InChI: LJVAWOSDJSQANR-RUIQGICGSA-K

Description

Description générale

(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.

Application

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.

Informations légales

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

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335
• Conseils de prudence: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves