Recent advances in phosphorescent platinum complexes for organic light-emitting diodes

• Cristina Cebrián and
• Matteo Mauro

Beilstein J. Org. Chem. 2018, 14, 1459–1481, doi:10.3762/bjoc.14.124

• distortions. Recently, Che and co-workers reported a series of asymmetric tridentate C^N^N platinum(II) complexes with π-extended moieties, compounds 22 (Figure 10) [53]. Depending on the ancillary ligand, these complexes showed emission arising from several contributions, being 3MLCT and 3ILCT, together with

One hundred years of benzotropone chemistry

• Arif Dastan,
• Haydar Kilic and
• Nurullah Saracoglu

Beilstein J. Org. Chem. 2018, 14, 1120–1180, doi:10.3762/bjoc.14.98

Syntheses of dibenzo[d,d']benzo[2,1-b:3,4-b']difuran derivatives and their application to organic field-effect transistors

• Minh Anh Truong and
• Koji Nakano

Beilstein J. Org. Chem. 2016, 12, 805–812, doi:10.3762/bjoc.12.79

• has been reported to demonstrate an excellent OFET mobility of 3.6 cm2·V−1·s−1 [19]. Previously, we have reported the synthesis of dibenzo[d,d']benzo[1,2-b:4,5-b']difurans (anti-DBBDFs), which is also a π-extended homologue of BDF [35]. The OFET devices with an anti-DBBDF skeleton exhibited p-type

• from the surface. The more π-extended syn-DNBDF 6 afforded higher performances than syn-DBBDF 5. OFETs fabricated on the bare and HMDS-treated Si/SiO2 substrates at Tsub = 30 °C showed a field-effect mobility of 2.3 × 10−2 cm2·V−1·s−1 (Ion/Ioff = 103) and 2.0 × 10−2 cm2·V−1·s−1 (Ion/Ioff = 103

Tetrathiafulvalene-based azine ligands for anion and metal cation coordination

• Awatef Ayadi,
• Aziz El Alamy,
• Olivier Alévêque,
• Magali Allain,
• Nabil Zouari,
• Mohammed Bouachrine and
• Abdelkrim El-Ghayoury

Beilstein J. Org. Chem. 2015, 11, 1379–1391, doi:10.3762/bjoc.11.149

• molecular (HOMO) orbitals develop exclusively on the TTF fragment. The LUMO orbital for ligand L1 is essentially distributed on the nitrophenylhydrazino group with a small participation of the pyridyl ring, while for ligand L2 it is distributed on the π-extended system with a small participation of the

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

• end [15][16]. Furthermore, extended TTF cruciform molecules, formed by two orthogonally placed, π-conjugated moieties bearing the 1,3-dithiole rings at the ends, have also been used for single-molecule measurements [17]. A singular TTF analogue is the so-called π-extended TTF (exTTF, (9,10-bis(1,3

• 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

Donor–acceptor type co-crystals of arylthio-substituted tetrathiafulvalenes and fullerenes

• Xiaofeng Lu,
• Jibin Sun,
• Shangxi Zhang,
• Longfei Ma,
• Lei Liu,
• Hui Qi,
• Yongliang Shao and
• Xiangfeng Shao

Beilstein J. Org. Chem. 2015, 11, 1043–1051, doi:10.3762/bjoc.11.117

• have been carried out. To this regard, introduction of substituents onto the peripheral sites [43][44][45][46][47][48][49][50][51][52][53][54] and expansion of the π-systems have been reported [55][56][57][58][59]. As reported, the π-extended TTFs (exTTF) can encapsulate fullerenes in solution, and

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