Synthesis and properties of tetrathiafulvalenes bearing 6-aryl-1,4-dithiafulvenes

• Aya Yoshimura,
• Hitoshi Kimura,
• Kohei Kagawa,
• Mayuka Yoshioka,
• Toshiki Itou,
• Dhananjayan Vasu,
• Takashi Shirahata,
• Hideki Yorimitsu and
• Yohji Misaki

Beilstein J. Org. Chem. 2020, 16, 974–981, doi:10.3762/bjoc.16.86

• systems; electrochemical properties; extended π-conjugation; digital simulation analysis; tetrathiafulvalene; Introduction Tetrathiafulvalenes (TTFs) with extended π-conjugation have attracted attention as possible components of functional materials, such as molecular conductors, field-effect transistors

Star-shaped tetrathiafulvalene oligomers towards the construction of conducting supramolecular assembly

• Masahiko Iyoda and
• Masashi Hasegawa

Beilstein J. Org. Chem. 2015, 11, 1596–1613, doi:10.3762/bjoc.11.175

• cation radicals Molecular conductors derived from CT complexes and radical salts of TTFs are widely known [1], and mixed-valence (TTF2)n+ (0 < n < 1) was reported to form self-accembled conducting nanofibers (σrt = ~10−2 S cm−1) [78][79][80][81][82]. However, there is only a limited number of examples of

Synthesis of racemic and chiral BEDT-TTF derivatives possessing hydroxy groups and their achiral and chiral charge transfer complexes

• Sara J. Krivickas,
• Chiho Hashimoto,
• Junya Yoshida,
• Akira Ueda,
• Kazuyuki Takahashi,
• John D. Wallis and
• Hatsumi Mori

Beilstein J. Org. Chem. 2015, 11, 1561–1569, doi:10.3762/bjoc.11.172

• chirality, but also the introduced intermolecular hydrogen bonds involving the hydroxymethyl groups, perchlorate anion, and the included solvent H2O. Keywords: BEDT-TTF; chiral molecular crystal; hydrogen bonding; hydroxy group; molecular conductors; Introduction The chiral crystals without an inversion

• )methyloxazoline)2X, (52X, X = AsF6 [7], PF6 [8]) where disorder within the racemic salt leads to lower conductivity. Recently, Pop et al., have also reported electrical magnetochiral anisotropy in chiral molecular conductors, (R,R)- and (S,S)-[dimethyl-(ethylenedithio)tetrathiafulvalene]2ClO4 (62ClO4) [9][10

New tris- and pentakis-fused donors containing extended tetrathiafulvalenes: New positive electrode materials for rechargeable batteries

• Shintaro Iwamoto,
• Yuu Inatomi,
• Daisuke Ogi,
• Satoshi Shibayama,
• Yukiko Murakami,
• Minami Kato,
• Kazuyuki Takahashi,
• Kazuyoshi Tanaka,
• Nobuhiko Hojo and
• Yohji Misaki

Beilstein J. Org. Chem. 2015, 11, 1136–1147, doi:10.3762/bjoc.11.128

• ]. Fused TTF donors also play important roles in the development of highly functional materials. For example, TTP and its derivatives have yielded a large number of molecular conductors retaining metallic conductivity down to ≤4.2 K, because they have a tendency to construct two-dimensional molecular

Regioselective synthesis of chiral dimethyl-bis(ethylenedithio)tetrathiafulvalene sulfones

• Flavia Pop and
• Narcis Avarvari

Beilstein J. Org. Chem. 2015, 11, 1105–1111, doi:10.3762/bjoc.11.124

• time in the middle of 80s by Dunitz and Wallis through the synthesis of the (S,S,S,S)-enantiomer of tetramethyl-bis(ethylenedithio)tetrathiafulvalene (TM-BEDT-TTF) (Scheme 1) [1], thus opening opportunities towards the preparation of chiral molecular conductors [2]. Since then a large number of chiral

• -oxaziridines as oxidizing agent [27][28]. However, the inner BEDT-TTF sulfoxide was shown to be of only limited interest as precursor for molecular conductors, since it does not reversibly oxidize into a radical cation. This behavior is due to the moderate kinetic stability of the latter, which releases oxygen

• very important aspect related to the interest of these chiral TTF sulfones as precursors for molecular conductors is the stability of the radical cation species. As mentioned earlier, the major drawback of the inner BEDT-TTF sulfoxides is their irreversible oxidation, as the radical cations once

Glycoluril–tetrathiafulvalene molecular clips: on the influence of electronic and spatial properties for binding neutral accepting guests

• Yoann Cotelle,
• Marie Hardouin-Lerouge,
• Stéphanie Legoupy,
• Olivier Alévêque,
• Eric Levillain and
• Piétrick Hudhomme

Beilstein J. Org. Chem. 2015, 11, 1023–1036, doi:10.3762/bjoc.11.115

• -known access to molecular conductors [6][7] and TTF-acceptor assemblies [8][9], new concepts have been explored in the field of supramolecular chemistry using the TTF unit as a powerful electroactive building block [10]. Exploiting its peculiar electronic (two successive reversible oxidation steps

Spin state switching in iron coordination compounds

• Philipp Gütlich,
• Ana B. Gaspar and
• Yann Garcia

Beilstein J. Org. Chem. 2013, 9, 342–391, doi:10.3762/bjoc.9.39

Redox-active tetrathiafulvalene and dithiolene compounds derived from allylic 1,4-diol rearrangement products of disubstituted 1,3-dithiole derivatives

• Filipe Vilela,
• Peter J. Skabara,
• Christopher R. Mason,
• Thomas D. J. Westgate,
• Asun Luquin,
• Simon J. Coles and
• Michael B. Hursthouse

Beilstein J. Org. Chem. 2010, 6, 1002–1014, doi:10.3762/bjoc.6.113

• and tetrabutylammonium bromide afforded the nickel(II)dithiolato complex 28 (40% yield) after purification by recrystallisation from CH2Cl2 and hexane. Dithiolenes represent an important and well-studied class of molecular conductors [26] and we have previously studied thiophene-containing analogues