A new method for the synthesis of π-extended tetrathiafulvalenes
was developed. The protocol is based on the exposure of 1,4-dithiafulvenes
to sunlight or UV light at ambient temperature. In the resulting
chalcogenofulvalenes the 1,3-dithiole ring systems are separated
by conjugated spacers. Extended TTF analogues are obtained by insertion
of linear π-conjugated spacers (C=C-C=C)
of increasing dimensions between the two 1,4-dithiafulvenyl moieties.
Wittig-Horner reaction - 1,4-dithiafulvenes - ferrocene - oxidative dimerization - sunlight - π-extended tetrathiafulvalenes - organic conductors - electrochemical properties - charge-transfer complex