Organocopper complexes

With Lewis acid-organocopper complexes, the question of chemoselecdvity in polyalkenic carbonyl systems was further investigated. The reaction of BuCu BF3 with dienoate (26) led to selective 1,4-addition.641 This result was in contrast with the diorganocuprate, where 1,6-addition was reported (equation 30).64 ... 

Organocopper complexes and organic matter - Estuarine water - [167]... 

A cyclopentadienylcopper-fcr/-butyl isocyanide complex catalyzes the Michael addition of dimethyl methylmalonate to acrylonitrile at room temperature to give an S6% yield of the adduct 249). As the CU2O—BNC complex can also catalyze the addition of indene to methyl acrylate, the intermediate is most likely an organocopper complex. The reactions and kinetic data support the mechanism given by Eq. (118) to (120), involving metalation and nucleophilic attack by the carbanion on the olefin within the complex. Displacement of a solvent ligand by the olefin and coordination of the latter to the copper species are essential features of the mechanism. The rate of reaction is decreased if the compound with the... 

Studies on the additions of organocopper complexes across carbon-nitrogen double bonds are relatively few in number. In terms of stereochemical control in substrates bearing a- and/or 3-chiral centers, the information available is even more sparse. That organocopper reagents do add to Schiff bases was shown... 

Metallation reactions are used for quantitatively converting a CH-acidic compound with methylcopper or phenylcopper into an organocopper complex ... 

A less convenient route for the preparation of cyclopentadienylcopper-ligand complexes involves the use of Cu(I) oxide. Purification of the organocopper complexes is difficult because of the decomposition products formed by subsequent hydrolysis by H2O produced in the metallation reaction, e.g. ° ... 

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