Introducing a new 7-ring fused diindenone-dithieno[3,2-b:2',3'-d]thiophene unit as a promising component for organic semiconductor materials

• Valentin H. K. Fell,
• Joseph Cameron,
• Alexander L. Kanibolotsky,
• Eman J. Hussien and
• Peter J. Skabara

Beilstein J. Org. Chem. 2022, 18, 944–955, doi:10.3762/bjoc.18.94

• , compound 6 features a quinoidal antiaromatic [10] structure. Antiaromaticity is reported to further decrease the energy gap. The electron-rich dithiole units provide an extended tetrathiafulvalene structure, leading to compound 7 exhibiting two reversible one-electron oxidations [25]. Fused thiophenes have

Annulation of a 1,3-dithiole ring to a sterically hindered o-quinone core. Novel ditopic redox-active ligands

• Sergey V. Norkov,
• Anton V. Cherkasov,
• Andrey S. Shavyrin,
• Maxim V. Arsenyev,
• Viacheslav A. Kuropatov and
• Vladimir K. Cherkasov

Beilstein J. Org. Chem. 2021, 17, 273–282, doi:10.3762/bjoc.17.26

• -quinone-tetrathiafulvalene-o-quinone and o-quinone-(p-phenylene extended tetrathiafulvalene)-o-quinone were found to display switching SMM [4][5][6][7] or unique luminescent properties [8]. There are many reports describing the preparation of p-quinone derivatives annulated with a 1,3-dithiole moiety [9

• -chloro-o-quinone (1) with alkali metal salts of dithiocarboxylic acids. In fact, this procedure is suitable for the synthesis of such annulated o-quinone derivatives including di-o-quinones bridged by tetrathiafulvalene or p-phenylene-extended tetrathiafulvalene spacers 3a–c (Scheme 1, route 1) [14][15

Protonated paramagnetic redox forms of di-o-quinone bridged with p-phenylene-extended TTF: A EPR spectroscopy study

• Nikolay O. Chalkov,
• Vladimir K. Cherkasov,
• Gleb A. Abakumov,
• Andrey G. Starikov and
• Viacheslav A. Kuropatov

Beilstein J. Org. Chem. 2016, 12, 2450–2456, doi:10.3762/bjoc.12.238

• -extended tetrathiafulvalene connector provides a quite effective electronic communication channel between dioxolene coordination sites. It was found that the deprotonated, direduced o-quinone-exTTF-o-quinone is capable to reduction of the metal copper in solution. The radical anion species formed in this

• ; EPR spectroscopy; extended tetrathiafulvalene; protonated semiquinone; Introduction The main idea that led to the creation of the system constructed of two o-quinone terminal moieties bridged with annulated extended tetrathiafulvalene (TTF) insertion, was an attempt to explore acceptor–donor–acceptor

Single-molecule conductance of a chemically modified, π-extended tetrathiafulvalene and its charge-transfer complex with F₄TCNQ

• Raúl García,
• M. Ángeles Herranz,
• Edmund Leary,
• M. Teresa González,
• Gabino Rubio Bollinger,
• Marius Bürkle,
• Linda A. Zotti,
• Yoshihiro Asai,
• Fabian Pauly,
• Juan Carlos Cuevas,
• Nicolás Agraït and
• Nazario Martín

Beilstein J. Org. Chem. 2015, 11, 1068–1078, doi:10.3762/bjoc.11.120

• -molecule electrical transport properties of a molecular wire containing a π-extended tetrathiafulvalene (exTTF) group and its charge-transfer complex with F4TCNQ. We form single-molecule junctions using the in situ break junction technique using a homebuilt scanning tunneling microscope with a range of

• the molecule does not form molecular junctions in the experiments. Conclusion We have synthesized a molecular wire containing a π-extended tetrathiafulvalene (exTTF) group and studied its single-molecule electrical transport properties along with those of its charge-transfer complex with F4TCNQ

Tuning the size of a redox-active tetrathiafulvalene-based self-assembled ring

• Sébastien Bivaud,
• Sébastien Goeb,
• Vincent Croué,
• Magali Allain,
• Flavia Pop and
• Marc Sallé

Beilstein J. Org. Chem. 2015, 11, 966–971, doi:10.3762/bjoc.11.108

• -driven self-assembled ring M6L3 constructed from a concave tetrapyridyl π-extended tetrathiafulvalene ligand (exTTF) is described. The same ligand is also able to self-assemble in a M4L2 mode as previously described. Herein, we demonstrate that the bulkiness of the ancillary groups in the Pd complex