(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 Basic information
Product Name:(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
Synonyms:(R,R)-(-)-N,N'-BIS(3.5-DI-T-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE-MANGANESE (III) CHLORIDE;(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE;(R,R)-JACOBSEN CATALYST;(R,R)-JACOBSEN'S CATALYST;(R,R)-JACOBSEN'S CATALYST MANGANESE(III) CHLORIDE COMPLEX;(1R,2R)-(-)-[1,2-CYCLOHEXANEDIAMINO-N N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)]MANGANESE(III)CHLORIDE;JACOBSEN'S CATALYST;(-)-BIS(3,5-DI-T-BU-SALICYL.)-1,2-CYCLO-
CAS:138124-32-0
MF:C36H52ClMnN2O2
MW:635.2
EINECS:
Product Categories:Jacobsen Metal;Other Metal;Chiral Reagents
Mol File:138124-32-0.mol
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE Structure
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE Chemical Properties
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
λmax509nm(CH2Cl2)(lit.)
Merck 14,5252
InChIKeyLJVAWOSDJSQANR-OHRASPNLSA-K
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36-36/37/39
WGK Germany 3
9
HS Code 29349990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE Usage And Synthesis
Chemical Properties(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE is Dark brown powder or chunks
UsesSalen (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.
UsesChiral catalyst for epoxidation of olefins.
Uses(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.
Reactions
  1. Catalyst for the conversion of olefins to chiral epoxides in high enantiomeric excess.
  2. Pharmaceutically important, single enantiomer amino alcohols are efficiently produced from the corresponding chiral epoxide by acid or base-catalyzed epoxide ring-opening reactions.
  3. symmetric Kinetic resolution of secondary alcohols in water.
  4. Enantioselective Reformatsky reaction with ketones.
Reactions of 138124-32-0
General DescriptionWe are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.
(R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE Preparation Products And Raw materials
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINE (1R,2R)-(-)-[1,2-CYCLOHEXANEDIAMINO-N N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)]CHROMIUM (III) CHLORIDE N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE N-benzylidenecyclohexylamine CIS/TRANS-DISALYCYLIDENE-1,2-CYCLOHEXYLIDENEDIAMINE (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE N,N'-BIS(SALICYLIDENE)-1,2-PROPANEDIAMINE (R,R)-(-)-1,2-DIAMINOCYCLOHEXANE HYDROCHLORIDE Manganese N,N'-BIS(SALICYLIDENE)ETHYLENEDIAMINE Manganese chloride tetrahydrate

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