(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)

Name: (R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)
Brand: ALDRICH
Price: 60.4 USD
Availability: InStock

Synonym(s):

(R,R)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminatocobalt(II), (R,R)-Co(salen), (R,R)-Jacobsen HKR catalyst

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About This Item

Linear Formula:

[[[(CH₃)₃C]₂C₆H₂-2-(O-)CH=N]₂C₆H₁₀]Co

CAS Number:

176763-62-5

Molecular Weight:

603.74

NACRES:

NA.22

PubChem Substance ID:

24871023

UNSPSC Code:

12352001

MDL number:

MFCD01631277

Key Documents

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InChI

1S/C36H54N2O2.Co/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;/q;+2/p-2/b37-21+,38-22+;/t29-,30-;/m1./s1

SMILES string

CC(C)(C)c1cc2C=[N@H]3[C@@H]4CCCC[C@H]4[N@@H]5=Cc6cc(cc(c6O[Co]35Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C

InChI key

ZFWPDJKMASHRPT-CITKKJEGSA-L

mp

>350 °C (lit.)

Quality Level

100

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Catalysts

Chiral Catalysts & Ligands

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1 of 4

This Item	474606	531960	404446
Sigma-Aldrich 474592 (R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)	Sigma-Aldrich 474606 (S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)	Sigma-Aldrich 531960 (R,R)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminoaluminum chloride	Sigma-Aldrich 404446 (R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 200
mp >350 °C (lit.)	mp >350 °C (lit.)	mp 250-255 °C (lit.)	mp 330-332 °C (lit.)

Application

Catalyst for the hydrolytic kinetic resolution of terminal epoxides[1] and the enantioselective ring opening of meso epoxides.[2]

pictograms

GHS08,GHS07

signalword

Danger

hcodes

H317,H372,H412

pcodes

P260 - P264 - P273 - P280 - P302 + P352 - P314

Hazard Classifications

Aquatic Chronic 3 - Skin Sens. 1A - STOT RE 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Asymmetric catalysis with water: efficient kinetic resolution of terminal epoxides by means of catalytic hydrolysis.

M Tokunaga et al.

Science (New York, N.Y.), 277(5328), 936-938 (1997-08-15)

Epoxides are versatile building blocks for organic synthesis. However, terminal epoxides are arguably the most important subclass of these compounds, and no general and practical method exists for their production in enantiomerically pure form. Terminal epoxides are available very inexpensively

Jacobsen, E.N. et al.

Tetrahedron Letters, 38, 773-773 (1997)

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