Synthesis and electronic properties of pyridine end-capped cyclopentadithiophene-vinylene oligomers

Abstract

A series of four oligomers of cyclopentadithiophene-vinylenes end capped with pyridine groups was prepared and their optical and electronic properties studied.

A review of oligo(arylene ethynylene) derivatives in molecular junctions

“…As the field of molecular electronics has developed, many different conductive conjugated backbones have been utilised in molecular wires. These include oligo(arylene vinylene)s 92 (most commonly oligo( phenylene vinylene) (OPV) [93][94][95] ), oligoarylenes 96 (including oligophenylenes (OP) 33,54,97,98 and oligothiophenes (OT) [99][100][101] ), oligoynes (OY), 102,103 cumulenes (CM) 104 and porphyrin tapes (PT), 105 for which generic examples are shown in Fig. 8.…”

Electrochemical Insight on the Nitrogen-Rich, Weakly Aromatic Cyclic Triimidazole Multifunctional System Expanded with Pyridine or Thiophene Terminals

“…# In different media [40], normalized vs the Fc + |Fc intersolvental reference couple. consists in endowing it with active terminals based on heteroaromatic systems, like (i) pyridine, a popular capping agent, also enabling to usefully exploit protonation equilibria and modulate electronic properties [38], (ii) or (oligo)thiophene, particularly promoting radical-cation based coupling processes [39,40],…”

“…As above mentioned, TT has little electrochemical activity, with first oxidation as well as first reduction only taking place close to the DMF potential window limits (about -3.2 V and 1.15 V vs Fc + |Fc respectively [33]). Although only slightly less extreme is the potential of pyridine first reduction to the corresponding radical anion (about -3.1 V [38]; actually, pyridine is often exploited as solvent rather than as reactant), TT functionalization with a pyridine unit significantly improves the molecule reactivity in the reduction region (Fig. 1).…”