posted on 2015-11-06, 00:00authored byTsuyoshi Mita, Kenta Suga, Kaori Sato, Yoshihiro Sato
By using a strained
four-membered ring disilane (3,4-benzo-1,1,2,2-tetraethyldisilacyclobutene)
and CsF, a wide range of aryl, alkenyl, alkynyl, benzyl, allyl, and
alkyl halides was successfully carboxylated under an ambient CO2 atmosphere (CO2 balloon) at room temperature within
2 h. In this carboxylation, a highly reactive silyl anion, which is
generated from the disilane and CsF, is a key to facilitating the
formation of a carbanion equivalent. The resulting anionic species
can be trapped with CO2 to produce carboxylic acids with
high efficiency.