Cas no 138124-32-0 ((R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride)

(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride is a chiral manganese(III) salen complex widely utilized as an asymmetric catalyst in organic synthesis. Its rigid cyclohexanediamine backbone and sterically hindered tert-butyl groups enhance enantioselectivity and stability under oxidative conditions. This complex is particularly effective for epoxidation, C-H functionalization, and kinetic resolution reactions, offering high turnover numbers and selectivity. The chloride counterion improves solubility in polar solvents, facilitating homogeneous catalysis. Its well-defined structure and predictable reactivity make it a valuable tool for stereocontrolled transformations in pharmaceutical and fine chemical synthesis. The compound’s air stability and ease of handling further contribute to its utility in laboratory and industrial applications.
(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride structure
138124-32-0 structure
Product Name:(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride
CAS No:138124-32-0
MF:C36H52ClMnN2O2
MW:635.201338768005
MDL:MFCD02101664
CID:64513
PubChem ID:354335281
Update Time:2025-05-20

(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride Chemical and Physical Properties

Names and Identifiers

    • (R,R)-(-)N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
    • (R,R)-Jacobsen's catalyst manganese(III) chloride complex
    • (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese (III) chloride
    • (R,R)-(-)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) Chloride
    • (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]manganese (III) chloride, (R,R)-Jacobsen Cat.
    • (1R,2R)-(+)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butyl-salicylidene)]manganese(III) chlorideSalen
    • (R,R)-(-(+))-N,
    • (R,R)-(-)-N N-Bis(3,5-DI-Tert-Butylsalicylidene)-1,2-Cyclohexanediamine-Manganese(Iii) Chloride
    • (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
    • (R,R)-[N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III) Chloride
    • (R,R)-(-)N,N‘-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
    • (R,R)-(-)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
    • i>)-(-)-<i>N<
    • i>,<i>N<
    • i>,<i>R<
    • (R,R)-Jacobsen's Catalyst
    • MFCD02101664
    • AS-74616
    • 45S483EOVD
    • MANGANESE, CHLORO((REL-2,2'-((1R,2R)-1,2-CYCLOHEXANEDIYLBIS((NITRILO-.KAPPA.N)METHYLIDYNE))BIS(4,6-BIS(1,1-DIMETHYLETHYL)PHENOLATO-.KAPPA.O))(2-))-, (SP-5-13)-
    • (N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (RS,RS)-
    • WPP775Y8PO
    • (R,R)-(N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride
    • (N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (R,R)-rel-
    • Jacobsen's catalyst (R,R)-form [MI]
    • LJVAWOSDJSQANR-SEILFYAJSA-K
    • AKOS037647740
    • Jacobsen's catalyst [MI]
    • MANGANESE, CHLORO((2,2'-((1R,2R)-1,2-CYCLOHEXANEDIYLBIS((NITRILO-.KAPPA.N)METHYLIDYNE))BIS(4,6-BIS(1,1-DIMETHYLETHYL)PHENOLATO-.KAPPA.O))(2-))-, (SP-5-13)-
    • Jacobsen's catalyst(R,R)
    • Manganese, chloro((rel-2,2'-((1R,2R)-1,2-cyclohexanediylbis((nitrilo-kappaN)methylidyne))bis(4,6-bis(1,1-dimethylethyl)phenolato-kappaO))(2-))-, (sp-5-13)-
    • GEO-03071
    • (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butyl-salicylidene)]Mn(III) chloride
    • UNII-45S483EOVD
    • B5613
    • (-)-Chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-(cyclohexane-1,2-diylbis(nitrilomethylidyne))diphenolato(manganese(III)
    • 138124-32-0
    • 149656-63-3
    • 2,4-ditert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-oxidophenyl)methylideneamino]cyclohexyl]iminomethyl]phenolate;manganese(3+);chloride
    • Manganese, chloro((2,2'-(1,2-cyclohexanediylbis(nitrilomethylidyne))bis(4,6-bis(1,1-dimethylethyl)phenolato))(2-)-N,N',O,O')-, (sp-5-13-(trans))-
    • UNII-WPP775Y8PO
    • Jacobsen's catalyst
    • Manganese, chloro((2,2'-((1R,2R)-1,2-cyclohexanediylbis((nitrilo-kappaN)methylidyne))bis(4,6-bis(1,1-dimethylethyl)phenolato-kappaO))(2-))-, (sp-5-13)-
    • DTXSID901028812
    • (N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine)manganese(III) chloride, (R,R)-
    • manganese(3+) 2,4-di-tert-butyl-6-({[(1R,2R)-2-[(E)-[(3,5-di-tert-butyl-2-oxidophenyl)methylidene]amino]cyclohexyl]imino}methyl)benzenolate chloride
    • (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride
    • MDL: MFCD02101664
    • 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/b37-21-,38-22+;;/t29-,30-;;/m1../s1
    • InChI Key: LJVAWOSDJSQANR-UDMKAEFJSA-K
    • SMILES: [Mn+3].[Cl-].[O-]C1=C(C=C(C=C1C(C)(C)C)C(C)(C)C)/C=N\[C@@H]1CCCC[C@H]1/N=C/C1C=C(C=C(C=1[O-])C(C)(C)C)C(C)(C)C

Computed Properties

  • Exact Mass: 634.31000
  • Monoisotopic Mass: 634.309775g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 42
  • Rotatable Bond Count: 8
  • Complexity: 537
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 6
  • Topological Polar Surface Area: 70.8?2

Experimental Properties

  • Color/Form: Brown powder
  • Melting Point: 326°C(lit.)
  • PSA: 43.18000
  • LogP: 8.97270
  • λmax: 509(CH2Cl2)(lit.)
  • Merck: 5252
  • Specific Rotation: D23 +580° (c = 0.01 in ethanol)
  • Solubility: In most organic solvents, there are bettersolubility,Often inCH2Cl2Used in.

(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride Security Information

(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride Customs Data

  • HS CODE:29349990

(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride Pricemore >>

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(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride Suppliers

Amadis Chemical Company Limited
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(CAS:138124-32-0)(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride
Order Number:A1199134
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 02:38
Price ($):276.0

(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride Related Literature

Additional information on (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride

Introduction to (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride and Its Significance in Modern Chemical Biology

Chemical compounds play a pivotal role in the advancement of pharmaceuticals and biotechnology. Among these, (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride, with the CAS number 138124-32-0, has emerged as a compound of considerable interest due to its unique structural and functional properties. This compound, a manganese(III) complex, has garnered attention for its potential applications in catalysis, medicinal chemistry, and materials science. The intricate coordination sphere of this complex, featuring salicylidene ligands and a cyclohexane backbone, contributes to its distinctive reactivity and stability.

The synthesis and characterization of this compound have been subjects of extensive research. The use of Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine as a ligand system provides enhanced steric hindrance and electronic properties, which are crucial for tuning the redox behavior of the manganese center. This feature makes the compound an attractive candidate for applications in oxygen reduction reactions (ORRs) and other electrochemical processes. Recent studies have highlighted the importance of such manganese complexes in developing more efficient and durable catalysts for energy storage devices.

In the realm of medicinal chemistry, the development of metal-based therapeutics has seen significant advancements. Manganese complexes have been explored for their potential roles in treating neurological disorders, particularly those associated with oxidative stress. The chelation of manganese by the salicylidene ligands in (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride not only stabilizes the metal center but also influences its biological activity. Preliminary studies suggest that this compound may exhibit neuroprotective properties by mitigating oxidative damage and modulating inflammatory responses.

The stereochemistry of the ligand system is another critical aspect that influences the biological activity of this compound. The (R,R) configuration provides a specific spatial arrangement that can interact with biological targets in a highly selective manner. This stereochemical control is essential for designing molecules with tailored pharmacological properties. Research has shown that such stereochemically defined complexes can exhibit improved binding affinities and reduced toxicity compared to their racemic counterparts.

The application of computational methods has further enhanced our understanding of the electronic structure and reactivity of this compound. Density functional theory (DFT) calculations have been employed to study the electronic properties of the manganese center and its interaction with the ligands. These studies have revealed insights into the mechanisms governing its catalytic activity and stability under various conditions. Such computational approaches are invaluable for guiding experimental efforts and optimizing the design of new metal complexes.

The role of this compound in materials science is also noteworthy. Manganese complexes have been explored as components in organic light-emitting diodes (OLEDs) and other optoelectronic materials. The unique electronic properties of these complexes contribute to their ability to facilitate charge transfer processes, which are essential for efficient device performance. Additionally, the stability provided by the tert-butyl groups in the ligand system enhances the durability of these materials under operational conditions.

Future directions in research on this compound include exploring its potential as a contrast agent in magnetic resonance imaging (MRI). The paramagnetic nature of manganese can be leveraged to enhance image contrast, providing a non-invasive method for visualizing biological processes. Furthermore, investigating its interactions with biological macromolecules may uncover new therapeutic applications or lead to insights into disease mechanisms.

In conclusion, (R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride represents a fascinating example of how structural design can lead to compounds with multifaceted applications. Its significance spans across catalysis, medicinal chemistry, and materials science, underscoring the importance of continued research in this area. As our understanding of its properties evolves, so too will its potential contributions to advancing technology and healthcare.

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Amadis Chemical Company Limited
(CAS:138124-32-0)(R,R)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminemanganese(III) Chloride
A1199134
Purity:99%
Quantity:100g
Price ($):276.0
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