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- (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride
(1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride
PRICE INQUIRYCatalog Number
ACM164931833
Product Name
(1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/164931-83-3.gif)
CAS
164931-83-3
Synonyms
2,4-Ditert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]phenol;trichlorochromium
IUPAC Name
2,4-ditert-butyl-6-[[(1R,2R)-2-[(3,5-ditert-butyl-2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]phenol;trichlorochromium;
Molecular Weight
705.2
Molecular Formula
C36H54Cl3CrN2O2
Canonical SMILES
CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C=NC2CCCCC2N=CC3=C(C(=CC(=C3)C(C)(C)C)C(C)(C)C)O.Cl[Cr](Cl)Cl
InChI
InChI=1S/C36H54N2O2.3ClH.Cr/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;3*1H;/q;+3/p-3/t29-,30-;/m1/s1
InChI Key
ABSDVGHEFTVUQG-ZYOJYBKFSA-K
Melting Point
>350 °C
Purity
98%
Appearance
Powder
Complexity
801
Covalently-Bonded Unit Count
2
Defined Atom Stereocenter Count
2
Exact Mass
703.265592
H-Bond Acceptor
4
H-Bond Donor
2
Heavy Atom Count
44
Isomeric SMILES
CC(C)(C)C1=CC(=C(C(=C1)C(C)(C)C)O)C=N[C@@H]2CCCC[C@H]2N=CC3=C(C(=CC(=C3)C(C)(C)C)C(C)(C)C)O.Cl[Cr](Cl)Cl
Monoisotopic Mass
703.265592
Rotatable Bond Count
8
Topological Polar Surface Area
65.2 Ų
Application
The purpose of (1R,2R)-(-)-[1,2-Cyclohexanediamino-N,N'-bis(3,5-di-t-butylsalicylidene)]chromium(III) chloride is to serve as a versatile catalyst in diverse chemical transformations. It facilitates asymmetric anti-Mannich reactions, coupling reactions, and facilitates ring-opening and Diels-Alder reactions. The compound also enables allylic C-H oxidation of terminal alkenes and contributes as a catalyst for both the asymmetric ring-opening of meso-epoxides and the kinetic resolution of terminal epoxides. Moreover, it acts as a precatalyst for asymmetric Diels-Alder and hetero Diels-Alder reactions. Its applications extend to catalyzing the copolymerization of CO2 and epoxides, enantioselective alkylation of tributyltin enolates, and the enantioselective addition of Me2Zn to aldehydes. Additionally, it supports enantioselective intramolecular addition of tertiary enamides to ketones, facilitates asymmetric iodocyclization, and promotes catalytic intermolecular linear allylic C-H animation.
March 26, 2025
Outstanding Catalyst for Complex Reactions
The chromium chloride catalyst was integral to our research, driving successful asymmetric reactions. Its efficacy in kinetic resolution and allylic C-H oxidation was impressive, enhancing our outcomes significantly. Highly recommended for advanced industrial applications.
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