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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(s):

(R,R)-AMAC

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About This Item

Empirical Formula (Hill Notation):
C32H38CoN2O4
CAS Number:
361346-80-7
Molecular Weight:
573.59
MDL number:
MFCD06797061
UNSPSC Code:
12352000
PubChem Substance ID:
329762807
NACRES:
NA.22

assay

≥97%

form

solid

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

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[1]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Yamada, T.
Synthesis, 10, 1628-1628 (2008)

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