TY - JOUR
T1 - A tetrathiafulvalene-functionalized naphthalene diimide: synthesis, electrochemical and photophysical properties
AU - Jaggi, Michael
AU - Schmid, Belinda
AU - Liu, Shi-Xia
AU - Bhosale, Sheshanath
AU - Rivadehi, Shadi
AU - Langford, Steven
AU - Decurtins, Silvio
PY - 2011
Y1 - 2011
N2 - A tetrathiafulvalene donor has been attached to the naphthalene diimide core via a rigid bridge affording a new planar molecular dyad. Its electronic properties have been studied experimentally by the combination of electrochemistry and UVa??vis-NIR spectroscopy. Various electronic excited charge-transfer states are generated in different oxidation states, leading to almost full absorption in the visible to near-IR region with high extinction coefficients. The observed electronic properties are explained on the basis of density-functional-theory. In particular, the oxidized radical species show a strong tendency to undergo aggregation, in which the long-distance attractive interactions overcome the electrostatic repulsions.
AB - A tetrathiafulvalene donor has been attached to the naphthalene diimide core via a rigid bridge affording a new planar molecular dyad. Its electronic properties have been studied experimentally by the combination of electrochemistry and UVa??vis-NIR spectroscopy. Various electronic excited charge-transfer states are generated in different oxidation states, leading to almost full absorption in the visible to near-IR region with high extinction coefficients. The observed electronic properties are explained on the basis of density-functional-theory. In particular, the oxidized radical species show a strong tendency to undergo aggregation, in which the long-distance attractive interactions overcome the electrostatic repulsions.
UR - http://www.sciencedirect.com.ezproxy.lib.monash.edu.au/science/article/pii/S0040402011011203
U2 - 10.1016/j.tet.2011.07.069
DO - 10.1016/j.tet.2011.07.069
M3 - Article
VL - 67
SP - 7231
EP - 7235
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 38
ER -