Tetrathiafulvalene in a perylene-3,4:9,10-bis(dicarboximide)-based dyad: a new reversible fluorescence-redox dependent molecular system.
A donor-acceptor dyad system involving tetrathiafulvalene (TTF) as donor attached by a flexible spacer to perylene-3,4:9,10-bis(dicarboximide) (PDI) as acceptor was synthesized and characterized. The strategy used the preliminary synthesis of an unsymmetrical PDI unit bearing an alcohol functionality as anchor group. Single-crystal analysis revealed a highly organized arrangement in which all PDI molecules are packed in a noncentrosymmetrical pattern. It was shown that the fluorescence emission intensity of the TTF-PDI dyad can be reversibly tuned depending on the oxidation states of the TTF unit. This behavior is attributed to peculiar properties of TTF linked to a PDI acceptor, which fluoresces intrinsically. Consequently, this dyad can be considered as a new reversible fluorescence-redox dependent molecular system.
Leroy-Lhez
Stéphanie
S
Chimie, Ingénierie Moléculaire et Matériaux d'Angers, UMR CNRS 6200 - Université d'Angers, 2 Bd Lavoisier, 49045 Angers, France.
Baffreau
Jérôme
J
Perrin
Lara
L
Levillain
Eric
E
Allain
Magali
M
Blesa
Maria-Jesus
MJ
Hudhomme
Piétrick
P