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

Carboxylated dithiafulvenes and tetrathiafulvalene vinylogues: synthesis, electronic properties, and complexation with zinc ions

• Yunfei Wang and
• Yuming Zhao

Beilstein J. Org. Chem. 2015, 11, 957–965, doi:10.3762/bjoc.11.107

• -donating properties of TTF arise from its aromaticity-stabilized cationic states after releasing one and/or two electrons [1][2][3][4][5][8][9][10]. Tetrathiafulvalene vinylogues (TTFVs) are π-extended analogues of TTF bearing extended vinyl bridges between the two dithiole rings of TTF [9][10][11

Bis(vinylenedithio)tetrathiafulvalene analogues of BEDT-TTF

• Erdal Ertas,
• İlknur Demirtas and
• Turan Ozturk

Beilstein J. Org. Chem. 2015, 11, 403–415, doi:10.3762/bjoc.11.46

• at the both ends of the molecule, it has a non-planar structure [42]. π-Extended molecules such as 4 with a vinylene group at the end of the BEDT-TTF unit have more planar structures [41][43]. Further, a tetrathiafulvalene with a fused aromatic heterocycle was synthesized as a π-extended donor

Homochiral BINOL-based macrocycles with π-electron-rich, electron-withdrawing or extended spacing units as receptors for C₆₀

• Marco Caricato,
• Silvia Díez González,
• Idoia Arandia Ariño and
• Dario Pasini

Beilstein J. Org. Chem. 2014, 10, 1308–1316, doi:10.3762/bjoc.10.132

• ’-binaphthyl scaffolds, which incorporate either π-electron rich, π-electron deficient or π-extended spacing units. The cyclic adducts are obtained in an acceptable yield in a one-pot synthetic procedure, and easily purified by flash column chromatography. NMR and CD spectroscopy give an insight into the

The efficient synthesis of dibenzo[d,d′]benzo[1,2-b:4,3-b′]dithiophene and cyclopenta[1,2-b:4,3-b′]bis(benzo[d]thiophen)-6-one

• Zhihua Wang,
• Sheng Zhu,
• Jianwu Shi and
• Hua Wang

Beilstein J. Org. Chem. 2009, 5, No. 55, doi:10.3762/bjoc.5.55

• [1,2-b:4,3-b′]dithiophene; McMurry reaction; preparation; Introduction With considerable environmental stability and flexibility in synthesis, π-extended heteroarenes containing thiophene rings within an polyaromatic ring system are currently of great interest because they can potentially be used to

• fabricate organic field-effect transistors (OFETs) [1][2][3][4][5][6][7], light emitting diodes (LEDs) [8][9], and photovoltaic cells [10]. Various novel π-extended heteroarenes, e.g. dibenzo[d,d′]thieno[3,2-b:4,5-b′]dithiophene [11], pentathienoacene [12], and benzo[1,2-b:4,5-b′]bis[b]benzothiophene [13

• slow evaporation of a solution of 1 in CHCl3/CH3OH (5/1, v/v). The crystal structure of 1 was confirmed by single-crystal X-ray analysis (Figure 2 and Figure 3). 1 has non-planar π-extended frameworks, and its molecule is compressed and dominated by a helical structure (Figure 2). The distance between

Synthesis and redox behavior of new ferrocene- π-extended- dithiafulvalenes: An approach for anticipated organic conductors

• Abdelwareth A. O. Sarhan,
• Omar F. Mohammed and
• Taeko Izumi

Beilstein J. Org. Chem. 2009, 5, No. 6, doi:10.3762/bjoc.5.6

• Abstract A number of new ferrocene-π-extended-dithiafulvalenes were successfully synthesized as new electron donor compounds. The chemical structures and electrochemical behaviors of these compounds were investigated using several spectroscopic methods. The synthesis of these compounds was achieved using

• )ferrocenes 8, 10 and 11 exhibited two and three oxidation waves associated with two reduction waves. Keywords: cyclic voltammetry; charge-transfer (CT) complexes; diacylferrocenes; electrochemical properties; ferrocene-π-extended-dithiafulvalenes [bis(1,3-DTF)Fc’s]; organic conductors; Introduction

• was extensively recognized [6][7]. For instance, π-extended-dithiafulvalenes have been successfully used as multi-electron donor moieties with high electrical conductivities in the preparation of new charge transfer (CT) complexes [8][9]. However, a number of modifications of the TTF framework have