Basic information Reaction Safety Supplier Related

(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)

Basic information Reaction Safety Supplier Related

(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II) Basic information

Product Name:
(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)
Synonyms:
  • (1S,2S)-(+)-1,2-CYCLOHEXANEDIAMINO-N N'-BIS(3,5-DI-T-BUTYLSALICYLIDENE)COBALT(II)
  • (1S,2S)-(+)-N,N'-BIS(3,5-DI-T-BUTYLSALICYDENE)-1,2-CYCLOHEXANEDIAMINOCOBALT(II)
  • (S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)
  • (1S,2S)-(+)-N,N-Bis(3,5-di-t-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)
  • (S,S)-N,N'-BIS(3,5-DI-T-BUTYLSALICYLIDEN E) -1,2-CYCLOHEXANEDIAMINOCOBALT(II)
  • (1S,2S)-(+)-1,2-Cyclohexanediamino-N,N'-bis(3,5-di-tert-butylsalicylidene)cobalt(II)
  • (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II),98%
  • (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane
CAS:
188264-84-8
MF:
C36H52CoN2O2
MW:
603.76
Product Categories:
  • Co
  • Jacobsen Metal
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis
  • Asymmetric Synthesis
  • Chiral Catalysts, Ligands, and Reagents
  • Kinetic ResolutionChiral Catalysts, Ligands, and Reagents
  • Privileged Ligands and Complexes
  • SALENs
  • chem001
Mol File:
188264-84-8.mol
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(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II) Chemical Properties

Melting point:
>350 °C(lit.)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
Powder
color 
red-brown
InChIKey
ZFWPDJKMASHRPT-DKZUAMKGNA-L
SMILES
C(C1C=C(C(C)(C)C)C=C2C=N3[C@@]4([H])CCCC[C@]4([H])N4=CC5=CC(C(C)(C)C)=CC(C(C)(C)C)=C5[O-][Co+2]43[O-]C=12)(C)(C)C |&1:12,18,r|
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36/37/39-36/37
WGK Germany 
3

MSDS

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(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II) Usage And Synthesis

Reaction

  1. Catalyst used in the kinetic resolution of racemic, terminal epoxides yielding a chiral diol and the unreacted enantiomer of the epoxide.
  2. Precursor to a Co(III) catalyst for the kinetic resolution of terminal epoxides with alcohols.
  3. Desymmetrization of meso-epoxides with carboxylic acids and fluoride.
  4. Catalyst for asymmetric cyclopropanation of styrene.
  5. Catalyst for copolymerization of CO2 and epoxides.
  6. Enantioselective intramolecular openings of oxetanes.

Chemical Properties

red to red-brown powder

Uses

(S,S)-(+)-N,N''-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(ii) i sused as a catalyst for the hydrolytic kinetic resolution of terminal epoxides and the enantioselective ring opening of meso epoxides.

Synthesis

71-48-7

135616-36-3

188264-84-8

The general procedure for the synthesis of (S,S)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine cobalt(II) from cobalt acetate and 1,2-cyclohexylamine bis(3,5- butyl sulphate) is as follows: with reference to Example 1, (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine (10.9 g. 20.0 mmol) was dissolved in dichloromethane (80 mL). The solution was slowly added to a methanol solution of cobalt tetrahydrate acetate (5.98 g, 24.0 mmol) (80 mL) and the reaction was stirred at room temperature for 15 min. A red solid gradually precipitated during the reaction. The reaction mixture was then continued to be stirred at 0 °C for 30 min to promote complete precipitation. The red solid was collected by filtration and the target product Co(L3) (11.6 g, red solid) was obtained after drying in 96% yield.

References

[1] Patent: US2006/173210, 2006, A1. Location in patent: Page/Page column 5

(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)Supplier

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(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-COBALT(II)(188264-84-8)Related Product Information