assay
≥90%
Quality Segment
reaction suitability
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings
sustainability
Sustainability features
functional group
phosphine
SMILES string
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 key
IQEGBICLOWIZDH-UHFFFAOYSA-N
General description
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. Click here for more information.
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.
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.
Application
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.
存储类别
11 - Combustible Solids
闪点 (F)
Not applicable
闪点 (°C)
Not applicable