CAS 135620-04-1

S,S-Jacobsen catalyst

Description:

S,S-Jacobsen catalyst, also known as Jacobsen's catalyst, is a chiral manganese(III) complex widely used in asymmetric catalysis, particularly for the epoxidation of alkenes. This catalyst is characterized by its unique chiral ligand structure, which typically includes a salen-type framework, allowing it to facilitate enantioselective reactions. The manganese center in the complex plays a crucial role in activating the oxidant, often a peracid, to generate an electrophilic species that can selectively react with the alkene substrate. The S,S configuration of the ligand imparts chirality, enabling the formation of enantiomerically enriched products. The catalyst is known for its high efficiency and selectivity, making it valuable in synthetic organic chemistry, especially in the production of pharmaceuticals and fine chemicals. Additionally, the catalyst can be used under mild reaction conditions, which is advantageous for preserving sensitive functional groups in substrates. Its versatility and effectiveness have made it a prominent choice in the field of asymmetric synthesis.

Formula: C₃₆H₅₂ClMnN₂O₂

InChI: InChI=1S/C36H54N2O2.ClH.Mn/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;/h17-22,29-30,39-40H,13-16H2,1-12H3;1H;/q;;+3/p-3/t29-,30-;;/m0../s1

InChI key: InChIKey=LJVAWOSDJSQANR-ARDORAJISA-K

SMILES: [Cl-][Mn+3]123[N]([C@@]4([C@@]([N]1=CC=5C([O-]2)=C(C(C)(C)C)C=C(C(C)(C)C)C5)(CCCC4)[H])[H])=CC=6C([O-]3)=C(C(C)(C)C)C=C(C(C)(C)C)C6

Synonyms:

• (+)-Bis(3,5-Di-T-Bu-Salicyl.)-1,2-Cyclo-Hexanediamino-Mn Cl
• (-)-Bis(3,5-Di-T-Bu-Salicyl.)-1,2-Cyclo-
• (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-BIS(3,5-DI-T-Butylsalicylidene)]MANGANESE(III)CHLORIDE
• (1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-BIS(3,5-DI-T-Butylsalicylidene)]manganese (III) chloride
• (R,R)-(-)-N,N'-BIS(3.5-DI-T-Butylsalicylidene)-1,2-CYCLOHEXANEDIAMINE-manganese (III) chloride
• (R,R)-Jacobsen Cat.
• (R,R)-Jacobsen Catalyst
• (R,R)-Jacobsen'S Catalyst
• (R,R)-Jacobsen'S Catalyst Manganese(Iii) Chloride Complex
• (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-cyclohexanediamino manganese(II) chloride
• (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-diaminocyclohexylmanganese(III) chloride
• (S,S)-Jacobsen Cat.
• (S,S)-Jacobsen Catalyst
• (S,S)-Jacobsen'S Catalyst
• (S,S)-Jacobsen'S Catalyst Manganese(Iii) Chloride Complex
• (S,S)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYL-IDENE)-1,2-Cyclohexanediamino-MN-CL
• (S,S)-[N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III) chloride
• (SP-5-13)-Chloro[[2,2′-[(1S,2S)-1,2-cyclohexanediylbis[(nitrilo-κN)methylidyne]]bis[4,6-bis(1,1-dimethylethyl)phenolato-κO]](2-)]manganese
• 2,2'-{(1R,2R)-cyclohexane-1,2-diylbis[nitrilo(E)methylylidene]}bis(4,6-di-tert-butylphenol)-trichloromanganese (1:1)
• 2,2'-{(1S,2S)-cyclohexane-1,2-diylbis[nitrilo(E)methylylidene]}bis(4,6-di-tert-butylphenol)-trichloromanganese (1:1)
• Jacobsen'S Catalyst
• Kjb 002
• Manganese, chloro[[2,2′-[(1S,2S)-1,2-cyclohexanediylbis[(nitrilo-κN)methylidyne]]bis[4,6-bis(1,1-dimethylethyl)phenolato-κO]](2-)]-, (SP-5-13)-
• Manganese, chloro[[2,2′-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[4,6-bis(1,1-dimethylethyl)phenolato]](2-)-N,N′,O,O′]-, [SP-5-13-(1S-trans)]-
• Manganese, chloro[[2,2′-[1,2-cyclohexanediylbis[(nitrilo-κN)methylidyne]]bis[4,6-bis(1,1-dimethylethyl)phenolato-κO]](2-)]-, [SP-5-13-(1S-trans)]-

(1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese(III) chloride, 98% (S,S)-Jacobsen Cat.

CAS: 135620-04-1

(1S,2S)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese(III) chloride, 98% (S,S)-Jacobsen Cat.

Formula: C₃₆H₅₂ClMnN₂O₂

Purity: 98%

Color and Shape: brown pwdr.

Molecular weight: 635.22

Ref: 08-25-0301

(S,S)-(+)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE

CAS: 135620-04-1

Formula: C₃₆H₅₂ClMnN₂O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 635.2013

Ref: IN-DA003COV

(S,S)-[N,N’-Bis(3,5-Di-Tert-Butylsalicylidene)-1,2-Cyclohexanediamine]Manganese(Iii) Chloride

CAS: 135620-04-1

(S,S)-[N,N’-Bis(3,5-Di-Tert-Butylsalicylidene)-1,2-Cyclohexanediamine]Manganese(Iii) Chloride

Purity: 98%

Molecular weight: 708.12g/mol

Ref: 54-IN10302

(S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

CAS: 135620-04-1

The preparation of racemic N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride (S,S)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is carried out by the reaction of salicyaldehyde with manganese dioxide in acetonitrile. The mixture is heated to reflux for 3 hours. The product is purified by recrystallization from hot acetonitrile and then purified again by preparative thin layer chromatography using a chiral stationary phase. The product is obtained as a white powder in an overall yield of 52%.
The synthesis of (R)-(-)-N-(3,5-Di-tert-butylsalicyl

Formula: C₃₆H₅₂ClMnN₂O₂

Color and Shape: Powder

Molecular weight: 635.2 g/mol

Ref: 3D-FB29346

(S,S)-[N,N’-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III) chloride

CAS: 135620-04-1

Purity: 97%

Molecular weight: 634.31

Ref: 10-F551685