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Vinyltin/aryl iodide coupling

Stille cross-coupling of aryl iodides and bromides with macroporous polymer-supported vinyltins also gave good yields and very low levels of contamination. The worst example gave 16 ppm of tin contamination after simple filtration of the product, but subsequent purification by flash chromatography reduced the tin contamination to < 1 ppm. ... [Pg.617]

Cine substitution is encountered occasionally as a result of a slow transmetallation step when sterically encumbered stannanes are used. Flohr [8] carried out studies designed to find a system suitable for the Stille coupling between sterically congested vinyltins and aryl iodides or trifiates he found that under certain conditions the iodides gave ipso products, while the trifiates under somewhat different conditions afforded cine substitution (Scheme 6.3). He also found that the addition of copper iodide was essential for successful coupling of aryl iodides. Mechanistic explanations of this abnormal cross-coupling mode (cine product)... [Pg.425]

Scheme 6.3 Mechanistic considerations concerning cine substitution in the coupling of a vinyltin and an aryl iodide [8]. Scheme 6.3 Mechanistic considerations concerning cine substitution in the coupling of a vinyltin and an aryl iodide [8].
See other pages where Vinyltin/aryl iodide coupling is mentioned: [Pg.270]    [Pg.379]    [Pg.195]    [Pg.270]    [Pg.379]    [Pg.195]    [Pg.429]    [Pg.449]    [Pg.452]    [Pg.435]    [Pg.237]   
See also in sourсe #XX -- [ Pg.195 ]



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Aryl iodides

Aryl iodides arylation

Aryl iodides coupling

Vinyltin

Vinyltins

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