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Merck

404446

Sigma-Aldrich

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicyliden)-1,2-cyclohexandiaminomangan(III)-chlorid

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Synonym(e):

(R,R)-Jacobsens Katalysator, Jacobsens Katalysator

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51,00 €
5 G
151,00 €
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676,00 €

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1 G
51,00 €
5 G
151,00 €
25 G
676,00 €

About This Item

Lineare Formel:
[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]MnCl
CAS-Nummer:
Molekulargewicht:
635.20
MDL-Nummer:
UNSPSC-Code:
12352101
PubChem Substanz-ID:
NACRES:
NA.22

51,00 €


Versandbereit am24. April 2025Details


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Qualitätsniveau

Grünere Alternativprodukt-Eigenschaften

Catalysis
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mp (Schmelzpunkt)

330-332 °C (lit.)

Grünere Alternativprodukt-Kategorie

SMILES String

CC(C)(C)c1cc2\C=N\[C@@H]3CCCC[C@H]3\N=C\c4cc(cc(c4O[Mn](Cl)Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C

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

InChIKey

LJVAWOSDJSQANR-OHRASPNLSA-K

Allgemeine Beschreibung

(R,R)-(-)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is a metal-salen complex that can catalyze a variety of asymmetric transformations

(R,R)-(−)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is a catalyst used in the epoxidation of arenes. [1] [2]
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Anwendung

Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins.[3][4][5][6] High enantioselectivities and yields are obtained for a variety of substrates[3], especially cis-alkenes. A few applications include the synthesis of the taxol side chain[7] and cis-1-amino-2-indanol.[8][9] Jacobsen′s catalyst has also been used in the asymmetric α-hydroxylation of silyl enol ethers.[10] Catalyst for the enantioselective epoxidation of a variety of olefins.[10][11]

Rechtliche Hinweise

Manufactured under license by Shasun Chemicals and Drugs Limited, using Jacobsen HKR technology.

Piktogramme

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Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

A highly potential analogue of jacobsen catalyst with in-built phase transfer capability in enantioselective epoxidation of nonfunctionalized alkenes
Kureshy, Rukhsana I and Noor-ul, et al.
Chinese Journal of Catalysis, 209, 99-104 (2002)
Enantioselective arene epoxidation under mild conditions by Jacobsen catalyst: The role of protic solvent and co-catalyst in the activation of hydrogen peroxide
Rocha, Mariana, et al.
Applied Catalysis A: General, 460, 116-123 (2013)
Senanayake, C.H. et al.
Tetrahedron Letters, 36, 3993-3993 (1995)
Zhang, W. Jacobsen, E.N.
The Journal of Organic Chemistry, 56, 2296-2296 (1991)
Adam, W. et al.
Tetrahedron, 37, 6531-6531 (1996)

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 Antwort
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 Antwort
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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