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Merck

903027

Sigma-Aldrich

QPhos Pd G3

别名:

QPhos G3 Palladacycle, QPhos Palladacycle, [2′-(Amino-κN)[1,1′-biphenyl]-2-yl-κC][1′-[bis(1,1-dimethylethyl)phosphino]-1,2,3,4,5-pentaphenylferrocene](methanesulfonato-κO)palladium

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About This Item

经验公式(希尔记法):
C61H60FeNO3PPdS
分子量:
1080.44
MDL號碼:
分類程式碼代碼:
12161600
NACRES:
NA.22

形狀

powder

特點

generation 3

反應適用性

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst
reaction type: Cross Couplings

官能基

phosphine

SMILES 字串

O=S(=O)([O-][Pd+2]1([C-]=2C=CC=CC2C=3C=CC=CC3[NH2]1)[P](C(C)(C)C)(C(C)(C)C)[C-]45[CH]6=[CH]7[CH]8=[CH]4[Fe+2]7869%10%11%125C=%13(C=%14C=CC=CC%14)C%12(C=%15C=CC=CC%15)=C%11(C=%16C=CC=CC%16)[C-]%10(C=%17C=CC=CC%17)C%139C=%18C=CC=CC%18)C

InChI

InChI=1S/C35H25.C13H22P.C12H10N.CH4O3S.Fe.Pd/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;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;;/h1-25H;7-10H,1-6H3;1-6,8-9H,13H2;1H3,(H,2,3,4);;/q3*-1;;2*+2/p-1

InChI 密鑰

NNVAEYGNFLUPRU-UHFFFAOYSA-M

一般說明

QPhos Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. QPhos Pd G3 is an excellent reagent for palladium catalyzed cross-coupling reactions. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio.

應用

QPhos Pd G3 has been used as a precatalyst for the arylboration of isoprene with regioselectivity. It may also be used for a variety of aminination and etherifications of aryl halides.

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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Kevin B Smith et al.
Journal of the American Chemical Society, 139(23), 7721-7724 (2017-06-06)
A method for the regioselective arylboration of isoprene and its derivatives is presented. These reactions allow for the synthesis of useful building blocks from simple components. Through these studies, an unusual additive effect with DMAP has been uncovered that allows
Thomas J Greshock et al.
Angewandte Chemie (International ed. in English), 55(44), 13714-13718 (2016-10-22)
The reactivity of a representative set of 17 organozinc pivalates with 18 polyfunctional druglike electrophiles (informers) in Negishi cross-coupling reactions was evaluated by high-throughput experimentation protocols. The high-fidelity scaleup of successful reactions in parallel enabled the isolation of sufficient material

商品

G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.

G3和G4 Buchwald预催化剂是一类最新的空气、湿度和热稳定型交叉偶联复合物,可用于键形成以实现其多功能性和高反应性。

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