Interactions between tetrathiafulvalene units in dimeric structures – the influence of cyclic cores

• Huixin Jiang,
• Virginia Mazzanti,
• Christian R. Parker,
• Søren Lindbæk Broman,
• Jens Heide Wallberg,
• Karol Lušpai,
• Adam Brincko,
• Henrik G. Kjaergaard,
• Anders Kadziola,
• Peter Rapta,
• Ole Hammerich and
• Mogens Brøndsted Nielsen

Beilstein J. Org. Chem. 2015, 11, 930–948, doi:10.3762/bjoc.11.104

• tetraethynylethene (trans-substituted) units to a cross-conjugated tetraethynylethene unit, placed in either acyclic or cyclic arrangements. The cyclic structures correspond to so-called radiaannulenes having both endo- and exocyclic double bonds. Interactions between two redox-active TTF units in these molecules

• ; tetraethynylethene; tetrathiafulvalene; Introduction Linking together two redox-active tetrathiafulvalene (TTF) units by a π-conjugated bridge has found immense interest in materials science, in particular in the quest for organic conductors [1][2][3]. Thus, the materials properties rely on the degree of intra- and

• -conjugated tetraethynylethene (TEE) spacer as in compound 1a (Figure 1), then the two TTFs behave as independent redox centres that are oxidized at the same potentials in cyclic voltammetry (two two-electron oxidations) [8][9][10]. However, by bridging the two TTFs with an additional TEE in a cyclic