Kumada-Tamao-Corriu

Complexes containing the less bulky IMes ligand or bulky phosphine ligands (PPhj, PCyj) were found to be less active, especially at lower catalyst loadings. 

---

Hiyama, E = SiX 3 Suzuki-Miyaura, E = BX 2 Kumada-Tamao-Corriu, E = MgX ... 

It was not until Cazin and co-workers introduced the well-defined dimer complex [Pd( J,-Cl)(Cl)(SIPr)]2 that the Kumada-Tamao-Corriu cross-coupling between severely sterically hindered partners was pursued, allowing the synthesis of tri- and tetra-orf/io substituted biaryls [81] (Scheme 6.20). 

The reaction of aryl electrophiles with organomagnesium compounds is known as Kumada or Kumada-Tamao-Corriu reaction. The most common leaving groups in the electrophile are halogen atoms and, among them, chlorine is the most wanted due to the good availability and the low price of aryl or heteroaryl chlorides. Unfortunately, the oxidative addition of a metal center to an aryl chloride is a difficult reaction and many efforts have been made to overcome existing limitations. 

Cadiot-Chodkiewicz reaction, 11, 19 Hiyama reaction, 11, 23 Kumada-Tamao-Corriu reaction, 11, 20 Migita-Kosugi-Stille reaction, 11, 12 Negishi coupling, 11, 27 overview, 11, 1-37 Suzuki-Miyaura reaction, 11, 2 terminal alkyne reactions, 11, 15 Cu-mediated reactions acetylenes, 10, 551 dienes, 10, 552... 

Cross-coupling reactions 5-alkenylboron boron compounds, 9, 208 with alkenylpalladium(II) complexes, 8, 280 5-alkylboron boron, 9, 206 in alkyne C-H activations, 10, 157 5-alkynylboron compounds, 9, 212 5-allylboron compounds, 9, 212 allystannanes, 3, 840 for aryl and alkenyl ethers via copper catalysts, 10, 650 via palladium catalysts, 10, 654 5-arylboron boron compounds, 9, 208 with bis(alkoxide)titanium alkyne complexes, 4, 276 carbonyls and imines, 11, 66 in catalytic C-F activation, 1, 737, 1, 748 for C-C bond formation Cadiot-Chodkiewicz reaction, 11, 19 Hiyama reaction, 11, 23 Kumada-Tamao-Corriu reaction, 11, 20 via Migita-Kosugi-Stille reaction, 11, 12 Negishi coupling, 11, 27 overview, 11, 1-37 via Suzuki-Miyaura reaction, 11, 2 terminal alkyne reactions, 11, 15 for C-H activation, 10, 116-117 for C-N bonds via amination, 10, 706 diborons, 9, 167... 

Iron-platinum carbonyl clusters, characteristics, 8, 415 Iron reagents, in Kumada-Tamao-Corriu reaction, 11, 21 Iron-rhodium clusters, as heterogeneous catalyst precursors,... 

Kumada-Tamao-Corriu reaction Fe-based systems, 11, 21 Ni-based systems, 11, 20 Pd-based systems, 11, 22 reagent systems, 11, 23... 

Scheme 3 Kumada-Tamao-Corriu coupling using well-defined Pd-NHC complex 61...

Scheme 8 Kumada-Tamao-Corriu coupling of cyclohexyl magnesium bromide with aryl halides using 75...

Scheme 10 Kumada-Tamao-Corriu coupling of isopropenylmagnesium bromide with aryl bromides catalyzed by [Pd(IPr )(cin)CI] (42)...

M= Li (Murahashi), Mg (Kumada-Tamao, Corriu), Zn (Negishi, Normant), B (Suzuki-Miyaura), A1 (Nozaki-Oshima, Negishi), Zr (Negishi),... 

Kumada-Tamao-Corriu Cross-Coupling of Aryl Chlorides... 

---