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

Base Information

• Chemical Name: (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE
• CAS No.: 138124-32-0
• Molecular Formula: C36H52ClMnN2O2
• Molecular Weight: 708.1232
• Hs Code.: 29349990
• Mol file: 138124-32-0.mol

Synonyms:Manganese,chloro[[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis[4,6-bis(1,1-dimethylethyl)phenolato]](2-)-N,N',O,O']-,[SP-5-13-(1R-trans)]-;Manganese,chloro[[2,2'-[1,2-cyclohexanediylbis[(nitrilo-kN)methylidyne]]bis[4,6-bis(1,1-dimethylethyl)phenolato-kO]](2-)]-, [SP-5-13-(1R-trans)]-;(-)-Chloro{(1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato}manganese(III);(R,R)-(+)-N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-diaminocyclohexylmanganese(III)chloride;(R,R)-Jacobsen's catalyst;(R,R)-[N,N'-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III)chloride;Jacobsen's catalyst;chloro[[2,2'-[(1R,2R)-1,2-cyclohexanediylbis[(nitrilo-kN)methylidyne]]bis[4,6-bis(1,1-dimethylethyl)phenolato-kO]](2-)]manganese;

Chemical Property of (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE

Chemical Property:

• Appearance/Colour: Dark brown powder or chunks
• Melting Point: 330-332 °C(lit.)
• PSA: 43.18000
• LogP: 8.97270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

(R,R)-[N,N''-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine]manganese(III)Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39

MSDS Files:

Useful:

• Uses: (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE is a coordinated compound of manganese and a salen-type ligand. It is also used as an asymmetric catalyst used to enantioselectively transform prochiral alkenes into epoxides. Chiral catalyst for epoxidation of olefins. Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins. High enantioselectivities and yields are obtained for a variety of substrates, especially cis-alkenes. A few applications include the synthesis of the taxol side chain and cis-1-amino-2-indanol. Jacobsen′s catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers. Catalyst for the enantioselective epoxidation of a variety of olefins.

Technology Process of (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE

There total 4 articles about (R,R)-(-)-N,N'-BIS(3,5-DI-TERT-BUTYLSALICYLIDENE)-1,2-CYCLOHEXANEDIAMINO-MANGANESE(III) CHLORIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

manganese (II) acetate tetrahydrate (6156-78-1) + (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine (135616-40-9) + sodium chloride (7647-14-5) → (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III) (138124-32-0)

Guidance literature:

manganese (II) acetate tetrahydrate; (R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine; In ethanol; toluene; for 2.75h; Reflux;

With air; In ethanol; toluene; for 1h; Reflux;

sodium chloride; In ethanol; water; toluene;

DOI:10.15227/orgsyn.075.0001

Reference yield:

manganese(II) acetate (638-38-0,993-02-2,2180-18-9,15411-95-7,22981-23-3,27004-39-3) + =G87N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane diamine+G2+'12'!J6 (174829-13-1) → Mn(Salen)Cl (138124-32-0,215112-83-7,149656-63-3,170437-19-1,187819-93-8,135620-04-1,1217901-33-1)

Guidance literature:

manganese(II) acetate; =G₈₇N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane diamine+G₂+'12'!J₆; In ethanol; at 80 ℃; for 3h;

With lithium chloride; In ethanol; for 1h; Reflux;

Reference yield:

manganese (II) acetate tetrahydrate (6156-78-1) + lithium chloride + =G87N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane diamine+G2+'12'!J6 (174829-13-1) → Mn(Salen)Cl (138124-32-0,215112-83-7,149656-63-3,170437-19-1,187819-93-8,135620-04-1,1217901-33-1)

Guidance literature:

In ethanol; at 79.84 ℃; Reflux;

DOI:10.1016/j.molcata.2016.01.034

upstream raw materials:

manganese (II) acetate tetrahydrate

(R,R)-N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

sodium chloride

=G87N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexane diamine+G2+'12'!J6

Refernces

• 1、 Garcia, Ana M.,Moreno, Viviana,Delgado, Sonia X.,Ramírez, Alfonso E.,Vargas, Luis A.,Vicente, Miguel á.,Gil, Antonio,Galeano, Luis A.. "Encapsulation of SALEN- and SALHD-Mn(III) complexes in an Al-pillared clay for bicarbonate-assisted catalytic epoxidation of cyclohexene". . p. 10 - 19. Retrieved 2016/02/27.
• 2、 Larrow, Jay F.,Jacobsen, Eric N.,Senanayake, Chris H.,Liu, Ji,Shinkai, Ichiro. "(R,R)-N,N'-BIS(3,5-DI-tert-butylsalicylidene)-1,2-cyclohexanediamino manganese(III) chloride, a highly enantioselective epoxidation catalyst: [ manganese, chloro[[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]-bis[4,6-bis (1,1-dimethylethyl)phenalato]](2-)-N,N',O,O']-, [SP-5-13-(1R-trans-]- ]". . p. 1 - 1. Retrieved 2017/09/23.