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922900

Sigma-Aldrich

GPhos Pd G6 TES

Synonym(s):

GPhos OAC precatalyst TES

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About This Item

Empirical Formula (Hill Notation):
C47H70BrO4PPdSi
CAS Number:
Molecular Weight:
944.44
MDL number:
UNSPSC Code:
12161600
NACRES:
NA.22
Pricing and availability is not currently available.

form

powder

Quality Level

reaction suitability

reagent type: catalyst
reaction type: Cross Couplings

SMILES string

[Pd]([PH](C5CCCCC5)(C4CCCCC4)c2c(ccc(c2c3c(cccc3C(C)C)C(C)C)C)C)(Br)c1ccc(cc1)C(=O)OCC[Si](C)(C)C

InChI

1S/C32H47P.C12H17O2Si.BrH.Pd/c1-22(2)28-18-13-19-29(23(3)4)31(28)30-24(5)20-21-25(6)32(30)33(26-14-9-7-10-15-26)27-16-11-8-12-17-27;1-15(2,3)10-9-14-12(13)11-7-5-4-6-8-11;;/h13,18-23,26-27H,7-12,14-17H2,1-6H3;5-8H,9-10H2,1-3H3;1H;

InChI key

TZDQPFRWRQKAKO-UHFFFAOYSA-N

Application

GPhos Pd G6 TES is a sixth generation (G6) Buchwald palladium precatalyst for cross-coupling reactions with demonstrated use for the room temperature coupling of primary amines with aryl halides.

Learn more about G6 Buchwald precatalysts

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability
Scott D, et al
Journal of the American Chemical Society, 142, 15027-15037 (2020)
Elaine C Reichert et al.
Journal of the American Chemical Society, 145(6), 3323-3329 (2023-02-01)
We report a versatile and functional-group-tolerant method for the Pd-catalyzed C-N cross-coupling of five-membered heteroaryl halides with primary and secondary amines, an important but underexplored transformation. Coupling reactions of challenging, pharmaceutically relevant heteroarenes, such as 2-H-1,3-azoles, are reported in good-to-excellent

Articles

Buchwald G6 precatalysts are oxidative addition complexes that are thermally, air, and moisture stable. The catalyst activation doesn’t require a base and generates innocuous byproducts.

Buchwald G6 precatalysts are oxidative addition complexes that are thermally, air, and moisture stable. The catalyst activation doesn’t require a base and generates innocuous byproducts.

Buchwald G6 precatalysts are oxidative addition complexes that are thermally, air, and moisture stable. The catalyst activation doesn’t require a base and generates innocuous byproducts.

Buchwald G6 precatalysts are oxidative addition complexes that are thermally, air, and moisture stable. The catalyst activation doesn’t require a base and generates innocuous byproducts.

Questions

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

    1 answer
    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 answer
    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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  3. What does the abbreviation "TES" stand for in the names of tBuBrettPhos Pd G6 TES (912883) and GPhos Pd G6 TES (922900)?

    1 answer
    1. For products 912883 and 922900, "TES" refers to the Trimethylethylsilyl (TMSCH2CH2) group.

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