Abstract
Novel push-pull 6,6-disubstituted 1,4-dithiafulvenes have been synthesized and their electrochemical and spectral properties were recorded. The proaromaticity of the donor end of these alkenes lies at the origin of their strong dipolar character, confirmed by DFT calculations, and their second-order NLO properties.
Highlights
Push-pull alkenes are substituted ethylenes containing electron-donor groups (D) at one end and electron-acceptor groups (A) at the other
There is a renewed interest in this kind of compounds, since their high dipole moments and strong intramolecular chargetransfer (ICT) bands are at the origin of their first molecular hyperpolarizabilities (β) and, of their second-order nonlinear optical (NLO) responses.[2,3]
In this work we report the synthesis, optical and electrochemical properties of a series of push-pull 6,6-disubstituted 1,4-dithiafulvenes
Summary
Push-pull alkenes are substituted ethylenes containing electron-donor groups (D) at one end and electron-acceptor groups (A) at the other. DFT calculations have been carried out in order to study their electronic structure. Chemistry The previously unreported compounds 4, 6, 8, and 10 were envisaged as target molecules because of the strong electron-withdrawing character of their acceptor moieties.
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