Hexaaryl substituted trimethylenemethane dications and dianions extend
ed with thiophenes or benzenes have been synthesized through regiosele
ctive lithiation and functionalization of the corresponding triarylmet
hanes. These molecules are featured by highly tetrapolar properties an
d long-wavelength absorption in near infrared region. While thiophene-
extended dications and dianions are considerably stable, benzene-exten
ded dications are very sensitive to acidity of media to exist in equir
ibrium with protonated trications.