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  • 708550 - (1R,2R)-N,N′-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato cobalt(II)

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708550 Sigma-Aldrich

(1R,2R)-N,N′-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato cobalt(II)

≥97%

Synonym: (R,R)-AMAC

  • CAS Number 361346-80-7

  • Empirical Formula (Hill Notation) C32H38CoN2O4

  • Molecular Weight 573.59

  •  MDL number MFCD06797061

  •  PubChem Substance ID 329762807

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Reduction
Quality Level   100
assay   ≥97%
optical activity   [α]/D 291°, c = 0.1 in chloroform
mp   246-250 °C
SMILES string   CC(=O)C1=C(C)O[Co]OC(C)=C(\C=N\[C@@H]([C@H](\N=C\1)c2c(C)cc(C)cc2C)c3c(C)cc(C)cc3C)C(C)=O
InChI   1S/C32H40N2O4.Co/c1-17-11-19(3)29(20(4)12-17)31(33-15-27(23(7)35)24(8)36)32(34-16-28(25(9)37)26(10)38)30-21(5)13-18(2)14-22(30)6;/h11-16,31-32,35,37H,1-10H3;/q;+2/p-2/b27-23+,28-25+,33-15+,34-16+;/t31-,32-;/m1./s1
InChI key   PHCQQLMRNZRDJA-ZQBGJXBSSA-L

Description

Application

• Schiff base-cobalt complex catalyst for asymmetric borohydride reduction of carbonyl compounds

Catalyst for:
• Enantioselective borohydride reduction
• Stereoselective preparation of aryl alcohols via asymmetric reduction of aryl ketones with borohydride
• Stereoselective borohydride reduction of diketones to diols
• Stereoselective preparation of optically active deuterated primary alcohols via enantioselective borodeuteride reduction of aldehydes
• Stereoselective preparation of β-hydroxy esters via dynamic kinetic resolution of alkylketo esters with enantioselective borohydride reduction
• Chemoselective, diastereoselective, and enantioselective borohydride reduction of 1,3-diketones
• Asymmetric synthesis of diarylhydroxypropanones by stereoselective reduction of alkyldiaryldiketones

Catalyst used for the enantioselective reduction of ketones, hetero Diels-Alder reaction, carbonylene reaction, 1,3-dipolar cycloaddition

Packaging

100, 500 mg in amber glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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