Triarylbismuth carbonates,

In subsequent studies, a number of enolisable substrates, such as phenols and enols as well a various anions, were found to be arylated under mild conditions by triarylbismuth carbonates, as well as by other pentavalent triarylbismuth or tetraphenylbismuth compounds and by pentaphenylbismuth. 

Three types of pentavalent arylbismuth derivatives can be used for the arylation of phenols. They derive from the triaryl, the tetraaryl and the pentaaryl series. The C-arylation of phenolic compounds can be performed by triarylbismuth carbonate, the presence of a base being not mandatory. It can also be realized by a variety of pentavalent triarylbismuth compounds and tetraarylbismuthonium salts, both in the presence of a base, in various solvents (methylene chloride, benzene, toluene or... 

The arylation reaction of 1,3-dicarbonyl compounds was extended to the use of variously substituted triarylbismuth carbonates. The electronic properties of the substituents of the arylbismuth do not influence significantly the overall yield of arylated products. Arylation of ethyl 2-oxo-cyclohexanecarboxylate (34) with substituted triarylbismuth carbonate derivatives afforded the products in yields ranging from 81 to 90%. 

Staphylococcus aureus infections (159). Triphenylbismuth dichloride [594-30-9], C2gH25BiCl2, is active agaiast bean mst (160). Triarylbismuth dihaUdes have been used as catalysts for the carbonation of epoxides to form cycHc carbonates (161). 

Triphenylbismuth carbonate generally does not react with amines, although phenyl transfer to the amino functionality was first observed during an attempt of oxidation of the hydroxyl function of an aminoalcohol by triphenylbismuth carbonate in chloroform. It also reacted with iV-phenylhydro-xylamine under neutral or basic conditions to give diphenylnitroxyl and iV,iV-diphenylacetamide after reductive acetylation (29-33%). No reaction was noted between triphenylbismuth carbonate and nitrosobenzene. High-yielding -arylation was found in the reaction of amino-alcohols with triarylbismuth diacetate in methylene dichloride under reflux. 5... 

Unfortunately, the method works well only with para- and /neto-substituted triarylbismuth compounds, while the /jara-substituted ones failed to give the reaction or resulted in very low yields [73]. Arylation of phenols and other electron-rich aromatics, e.g. indole, with triarylbismuth(V) dichlorides, carbonates and related compounds is readily affected under neutral conditions, by simple stirring in... 

Fluoride may be extracted from triarylbismuth difluorides to yield fluorobismuthonium salts, as shown below. A carbon nucleophile, such as an enol ether, an allylsilane, or a vinylstannane, may then displace the Bi-bound fluoride to yield a variety of exceedingly useful triarylbismuthonium intermediates. 

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