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Merck
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重要文件

936189

Sigma-Aldrich

AdQPhos

同義詞:

1,2,3,4,5-Pentaphenyl-1′-(di-adamantylphosphino)ferrocene

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About This Item

經驗公式(希爾表示法):
C60H59FeP
分子量::
866.93
分類程式碼代碼:
12352142
NACRES:
NA.22

化驗

≥90%

品質等級

反應適用性

reaction type: Cross Couplings

官能基

phosphine

SMILES 字串

C=1C=CC(=CC1)C=23C4(C=5C=CC=CC5)=C6(C=7C=CC=CC7)[C-]8(C=9C=CC=CC9)C2(C=%10C=CC=CC%10)[Fe+2]%11%12%13%143468[CH]=%15[CH]%14=[CH]%13[C-]%12(P(C%16%17CC%18CC(CC(C%18)C%16)C%17)C%19%20CC%21CC(CC(C%21)C%19)C%20)[CH]%15%11

InChI

InChI=1S/C35H25.C25H34P.Fe/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-2-4-23(3-1)26(24-11-17-5-18(12-24)7-19(6-17)13-24)25-14-20-8-21(15-25)10-22(9-20)16-25;/h1-25H;1-4,17-22H,5-16H2;/q2*-1;+2

InChI 密鑰

IQEGBICLOWIZDH-UHFFFAOYSA-N

一般說明

The precatalysts derived from AdQPhos exhibit excellent activity towards palladium-catalyzed α-arylation reactions under milder conditions. The strength of these catalytic systems in enabling such reactions were demonstrated with the broad scope of nucleophiles, including nitroalkanes, nitriles, amides, esters, and ketones. Compared to other state-of-the-art catalysts, this system was far superior and served as the first versatile catalytic system to accommodate all these nucleophiles in this context.

Further, by merging with micellar catalysis, this catalytic system demonstrated the feasibility of enabling α-arylation reactions under mild aqueous conditions. This approach provides an environmentally benign alternative to toxic/hazardous solvents like 1,4-dioxane or NMP, bringing modern organic synthesis closer to being ideally sustainable.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

應用

In addition to facilitating α-arylations, these catalysts demonstrate compatibility with various challenging cross-coupling reactions, such as Suzuki-Miyaura, Buchwald-Hartwig aminations, and C-O and C-S cross-couplings.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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