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(1S,2S)-N,N'-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato Cobalt(II)

Catalog Number
ACM259259808-1
Product Name
(1S,2S)-N,N'-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato Cobalt(II)
Structure
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CAS
259259-80-8
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Synonyms
259259-80-8;(1S,2S)-N,N'-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato Cobalt(II);(S,S)-AMAC;(1S,2S)-N,N inverted exclamation marka-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato cobalt(II);
IUPAC Name
(E)-3-[[(1S,2S)-2-[[(E)-2-acetyl-3-hydroxybut-2-enylidene]amino]-1,2-bis(2,4,6-trimethylphenyl)ethyl]iminomethyl]-4-hydroxypent-3-en-2-one;cobalt;
Molecular Weight
575.615g/mol
Molecular Formula
C32H40CoN2O4;
Canonical SMILES
CC1=CC(=C(C(=C1)C)C(C(C2=C(C=C(C=C2C)C)C)N=CC(=C(C)O)C(=O)C)N=CC(=C(C)O)C(=O)C)C.[Co];
InChI
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;/b27-23+,28-25+,33-15 ,34-16 ;/t31-,32-;/m0./s1;
InChI Key
YQMKZEIIMHVFTI-VURWZECESA-N;
Complexity
883
Covalently-Bonded Unit Count
2
Defined Atom Stereocenter Count
2
Defined Bond Stereocenter Count
2
Exact Mass
575.232g/mol
H-Bond Acceptor
6
H-Bond Donor
2
Heavy Atom Count
39
Monoisotopic Mass
575.232g/mol
Rotatable Bond Count
4
Topological Polar Surface Area
99.3A^2
Application
The primary purpose of (1S,2S)-N,N'-Bis(2-acetyl-3-oxo-2-butenylidene)-1,2-dimesitylethylenediaminato Cobalt(II) is to act as a catalyst in various stereoselective and enantioselective chemical reactions. This includes facilitating the stereoselective preparation of benzylic alcohols by oxidative kinetic resolution of secondary benzylic alcohols with oxygen in the presence of an alkene. It is also used in enantioselective borohydride reduction processes and the synthesis of β-nitro alcohols from aldehydes and nitroalkanes through the stereoselective Henry reaction with amine bases. Furthermore, the catalyst is instrumental in the preparation of optically pure diarylpropanediols via the reduction of their corresponding diketones.
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