Theoretical approach to substituent effects--structures and stabilities of carbanions
For example, studies of the superbases and carbanions
are often very sensitive to oxidation.
This includes enantioselective synthesis of [Alpha]-hetereoatom stabilized carbanions
, additions of chirally-modified organometallics to carbonyl compounds, and enantioselective synthesis of natural products, particularly insect pheromones.
In the case of the sequential anionic living polymerization of (meth)acrylic monomers, it is generally known that the nucleophilic attack of polystyryl carbanions
on the caronyl group of (meth)acrylic monomer is the most usual side reaction, leading to the limited monomer conversion and branch formation.
Olefin synthesis with organic phosphonate carbanions
, Living Polymers and Electron Transfer Processes; Wiley; New York, 1968.
Use of stabilized carbanions
, ylides and enamines for carbon-carbon bond formation reactions,