(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) is a chiral manganese complex of the Salen type. With a molecular weight of 635.20 g/mol, this compound is a valuable chiral catalyst. It is primarily employed in asymmetric synthesis, particularly for the enantioselective epoxidation of unfunctionalised olefins and the α-hydroxylation of silyl enol ethers.
- IUPAC
- (S,S)-Jacobsen’s catalyst
- Synonyms
- 135620-04-1[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl(S,S)-Jacobsen’s catalyst
Asymmetric Epoxidation
This manganese complex catalyses the enantioselective epoxidation of a wide range of olefins, especially cis-alkenes, achieving high enantioselectivities and yields. It is instrumental in synthesising chiral epoxides, crucial intermediates in complex molecule synthesis.
Asymmetric Hydroxylation
The catalyst is effective in the asymmetric α-hydroxylation of silyl enol ethers. This application allows for the stereoselective introduction of a hydroxyl group adjacent to a carbonyl functionality, a common motif in natural products and pharmaceuticals.
Chiral Ligand in Catalysis
As a chiral Salen-manganese complex, it acts as a privileged ligand and catalyst in various asymmetric transformations. Its well-defined structure and stereochemistry enable precise control over reaction pathways.
| Molecular weight | 635.20 |
|---|---|
| Linear formula | [[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl |
| Application | Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins.6,7,8,9 High enantioselectivities and yields are obtained for a variety of substrates,6 especially cis-alkenes. A few applications include the synthesis of the taxol side chain10 and cis-1-amino-2-indanol.11,12 Jacobsen′s catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers.13 Catalyst for the enantioselective epoxidation of a variety of olefins.13,14 |
| Melting point | 330-332 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride used for?
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(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is primarily used as a chiral catalyst in asymmetric synthesis, notably for the enantioselective epoxidation of olefins and the asymmetric α-hydroxylation of silyl enol ethers.
What are the CAS number and chemical formula for this compound?
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The CAS number is 135620-04-1, and the linear formula is [[[(CH₃)₃C]₂C₆H₂-2-(O-)CH=N]₂C₆H₁₀]MnCl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product for research and chemical synthesis applications. The specific grade and purity are detailed in the product specifications. We do not represent this product as USP, BP, or EP grade.
How should this chemical be handled safely?
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This compound is classified as a Warning. It causes skin irritation (H315), serious eye irritation (H319), and may cause respiratory irritation (H335). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be used. Ensure good ventilation and handle in accordance with safety data sheets.
Is this product available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, pharmaceutical intermediates, and laboratory reagents, including (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride.
How can I request a sample or quote?
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To request a sample or a quote for (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride, please contact our sales department through the website or by phone.
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