(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
Synonym(s):(R,R)-Jacobsen’s catalyst;Jacobsen’s catalyst
- CAS NO.:138124-32-0
- Empirical Formula: C36H52ClMnN2O2
- Molecular Weight: 635.2
- MDL number: MFCD02101664
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-10-13 18:16:27
What is (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE?
Description
Jacobsen’s catalyst is an Mn(III)-salen Schiff base complex. It is used as a catalyst in asymmetric syntheses, including the epoxidation of olefins.
Chemical properties
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE is Dark brown powder or chunks
The Uses of (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE is a coordinated compound of manganese and a salen-type ligand. It is also used as an asymmetric catalyst used to enantioselectively transform prochiral alkenes into epoxides.
The Uses of (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
Chiral catalyst for epoxidation of olefins.
The Uses of (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
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.
What are the applications of Application
(R,R)-Jacobsen′s catalyst is a chiral compound used as a catalytic reagent
Reactions
- Catalyst for the conversion of olefins to chiral epoxides in high enantiomeric excess.
- Pharmaceutically important, single enantiomer amino alcohols are efficiently produced from the corresponding chiral epoxide by acid or base-catalyzed epoxide ring-opening reactions.
- symmetric Kinetic resolution of secondary alcohols in water.
- Enantioselective Reformatsky reaction with ketones.
General Description
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Properties of (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
Melting point: | 330-332 °C(lit.) |
alpha | D23 +580° (c = 0.01 in ethanol) |
storage temp. | under inert gas (nitrogen or Argon) at 2-8°C |
form | Liquid May Develop Some Turbidity or Precipitate |
color | Light yellow to gold to brown |
λmax | 509nm(CH2Cl2)(lit.) |
Merck | 14,5252 |
Safety information for (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
InChIKey | LJVAWOSDJSQANR-OHRASPNLSA-K |
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