Intramolecular charge-transfer interactions in pi-extended tetrathiafulvalene derivatives.
New electron-donor (D)-electron-acceptor (A) TTF architectures are presented in which two electron-donating 1,3-dithiole moieties are connected by a pi bridge to the weak electron-accepting quinoxaline moiety (D-pi-A compounds 9a and 9b and also two 1,3-dithiole-2-ylidene moieties are connected by a pi bridge to the electron-accepting thieno[3,4-b]quinoxaline bridge (D-pi-A-pi-D compounds 12a-c). There are through-bond intramolecular charge-transfer (ICT) interactions, predicted in theoretical calculations, and confirmed by UV-vis spectroscopy and cyclic voltammetry measurements. This work constitutes the first use of quinoxalines as electron-accepting moieties in D-pi-A compounds.
Aqad
Emad
E
Department of Chemistry, The University of Alabama, Box 870336, Tuscaloosa, AL 35487-0336, USA.
Lakshmikantham
M V
MV
Cava
Michael P
MP
Metzger
Robert M
RM
Khodorkhovsky
Vladimir
V