67235-67-0Relevant academic research and scientific papers
Electrochemical reductive alkylation of (benzophenone)Cr(CO)3 and (benzophenone)2
Gautheron, B.,Degrand, C.,Bikrani, M.
, p. 349 - 356 (2007/10/02)
The electrochemical reduction of (benzophenone)Cr(CO)3 and (benzophenone)2 in the presence of a series of alkyl chlorides which are more difficult to reduce, has been carried out in N,N-dimethylformamide on a mercury pool cathode.When methyl chloride and p-cyanobenzyl chloride are used as alkylating agents, complexed monoalkylated ethers are exclusively obtained as substitution products, in yields ranging from 36 to 54percent.Complexed alkylated alcohols are isolated as the major products when (benzophenone)Cr(CO)3 is reduced in the presence of benzyl-chloride and its 2,3,5-trimethyl derivative, in 48 and 44percent yields, respectively.These last results suggest the intermediate formation of a charge transfer complex between the aromatic ring of the electrophile and the complexed ketone.
LES IONS α-CARBENIUMS BENCHROTRENIQUES: MODE DE GENERATION, EXEMPLES D'UTILISATION A LA PREPARATION D'AMINES, D'ETHERS ET AU CONTROLE STEREOCHIMIQUE LORS D'ATTAQUES NUCLEOPHILES
Top, Siden,Jaouen, Gerard
, p. 199 - 216 (2007/10/02)
Temporary complexation of benzylic alcohols by the Cr(CO)3 unit considerably enhances the stability of the carbenium ions generated from these alcohols and allows the preparation of amines, ethers by reaction of the ions with ammonia, amines or alcohols.This method also permits the total stereochemical control in the exo position of nucleophilic attack in the rigid series (indane, tetraline) and thus giving rise to exo -tricarbonyl chromium-1-indanol or -1-tetralol.Stereochemical studies of open chain compounds show retention of configuration.
