Organometallic compounds, reactions with triflates

Arylation of C-H bonds is achieved by coupling reactions of C-H bonds with aromatic compounds such as halides, triflates, and organometallic reagents. Early works in this field involve the reaction of aryl halides with norbornene. As shown in Scheme 5, the coupling reaction of bromobenzene with norbornene in the presence of Pd(PPh3)4 as a... 

A variety of arenes and heteroarenes react with alkenes in the presence of palladium(II) derivatives to produce alkenyl substitution products. Three methods are commonly employed for the in situ preparation of palladium derivatives (i) direct metallation of an arene or heteroarene with a Pd(II) salt (ii) exchange of the organic group from a main-group organometallic to a Pd(II) compound (iii) oxidative addition of an organic halide, an acetate, or triflate salt to Pd(0) or a Pd(0) complex. For catalytic reactions Cu(II) chloride or p-benzoquinone is usually used to reoxidize Pd(0) to Pd(II). 

The same authors also used ESI-MS/MS to study an air-promoted oxidative Heck reaction between arylboronic acids and enamides as electron-rich olefins (Scheme 7.13) [29]. In addition to the conventional Mizoroki-Heck reaction of unsaturated compounds with organic halides or triflates as electrophiles, the use of nucleophilic organometallic reagents, such as organoboron compounds, has... 

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