Photoinduced charge transport over branched conjugation pathways: donor-acceptor substituted 1,1-diphenylethene and 2,3-diphenylbutadiene.
Photoinduced charge transport in 1,1-diphenylethene and 2,3-diphenylbutadiene functionalized with an electron donating dimethylamino group and an electron accepting cyano group is reported. UV-spectroscopy reveals that in these compounds, which incorporate a cross-conjugated spacer, a direct charge transfer transition is possible. It is shown by application of the generalized Mulliken-Hush approach that introduction of an additional branching point in the π-electron spacer (i.e., when going from the 1,1-diphenylethene to the 2,3-diphenylbutadiene) leads to only a moderate reduction (68-92%) of the electronic coupling between the ground and the charge separated state. The σ-electron system is however likely to be dominant in the photoinduced charge separation process.
Flinders Centre for Nanoscale Science and Technology, School of Chemical and Physical Sciences, Flinders University, GPO Box 2100, Adelaide 5001, Australia.
Cornelis A
CA
van Walree
Bas C
BC
van der Wiel
René M
RM
Williams
D000475:Alkenes / Q000737:chemistry*; D001559:Benzhydryl Compounds / Q000737:chemistry*; D002070:Butadienes / Q000737:chemistry*; D015394:Molecular Structure; D055668:Photochemical Processes; D011789:Quantum Theory
C587461:1,1-diphenylethene; D000475:Alkenes; D001559:Benzhydryl Compounds; D002070:Butadienes; C475636:diphenylbutadiene