Carbon-hydrogen bonds copper® acetate

R, and ligands on the palladium, and the dominance of meta over para substitution is an electronic effect of the substituent on the cleaving carbon—hydrogen bond. In a variation of the Heck reaction, it has been shown that arylsulfinic acids may be substituted by alkenes in the presence of a palladium acetate catalyst, with copper... 

The reaction of crotonaldehyde and methyl vinyl ketone with thiophenol in the presence of anhydrous hydrogen chloride effects conjugate addition of thiophenol as well as acetal formation. The resulting j3-phenylthio thioacetals are converted to 1-phenylthio-and 2-phenylthio-1,3-butadiene, respectively, upon reaction with 2 equivalents of copper(I) trifluoromethanesulfonate (Table I). The copper(I)-induced heterolysis of carbon-sulfur bonds has also been used to effect pinacol-type rearrangements of bis(phenyl-thio)methyl carbinols. Thus the addition of bis(phenyl-thio)methyllithium to ketones and aldehydes followed by copper(I)-induced rearrangement results in a one-carbon ring expansion or chain-insertion transformation which gives a-phenylthio ketones. Monothioketals of 1,4-diketones are cyclized to 2,5-disubstituted furans by the action of copper(I) trifluoromethanesulfonate. ... 

Propiolic Acid, HC=C.COOH, is a liquid with a pungent odor resembling that of acetic acid. After freezing it melts at 9°. It can be distilled without decomposition only under diminished pressure. It is interesting on account of the fact that its reactions show clearly its relation to acetylene. It forms as an acid, well characterized salts, and as a triple bonded compound, metallic derivatives, which result from the replacement of the hydrogen atom joined to carbon by silver or copper. When the acid is treated with an ammoniacal solution of silver nitrate a colorless, crystalline salt is formed, which soon turns yellow and explodes when struck. Propiolic acid may be prepared by the action of carbon dioxide on the sodium derivative of acetylene —... 

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