Organocalcium-mediated nucleophilic alkylation of benzene

Organocalcium-mediated nucleophilic alkylation of benzeneByAndrew S. S. Wilson,Michael S. Hill,Mary F. Mahon,Chiara Dinoi,Laurent MaronScience01 Dec 2017 : 1168-1171Alkyl calcium compounds can forge a carbon-carbon bond with benzene by displacing a hydride.The electrophilic aromatic substitution of a C –H bond of benzene is one of the archetypal transformations of organic chemistry. In contrast, the electron-rich π-system of benzene is highly resistant to reactions with electron-rich and negatively charged organic nucleophiles. Here, we report that this previously insurmountable electronic repulsion may be overcome through the use of sufficiently potent organocalcium nucleophiles. 

Source: Organometallic Current - December 1, 2017 Category: Chemistry Tags: Alkylation Ca Catalyzed Nucleophilic Substitution Source Type: blogs