Fast and efficient synthesis of microporous polymer nanomembranes via light-induced click reaction

• Qi An,
• Youssef Hassan,
• Xiaotong Yan,
• Peter Krolla-Sidenstein,
• Tawheed Mohammed,
• Mathias Lang,
• Stefan Bräse and
• Manuel Tsotsalas

Beilstein J. Org. Chem. 2017, 13, 558–563, doi:10.3762/bjoc.13.54

• storage and separation as well as in organic electronics [8]. Among the microporous materials, conjugated microporous polymers (CMPs) [9][10] or porous aromatic frameworks (PAF) [11] have favorable properties for many applications, since they combine a high chemical and thermal stability, which is

• virtually any support, allows the integration of TYC based CMP materials in functional devices for applications in organic electronics or gas and liquid phase separation. Experimental Chemicals: All chemicals were purchased from commercial sources and used without further purification if not stated

A versatile route to polythiophenes with functional pendant groups using alkyne chemistry

• Xiao Huang,
• Li Yang,
• Rikard Emanuelsson,
• Jonas Bergquist,
• Maria Strømme,
• Martin Sjödin and
• Adolf Gogoll

Beilstein J. Org. Chem. 2016, 12, 2682–2688, doi:10.3762/bjoc.12.265

• increasingly important role in this field. The attractiveness of PEDOT in organic electronics is due to its electrochemical stability in combination with conductivity and solution processability. Recently demonstrated successful applications include electrochromic materials [8], energy storage materials [2][3

3,6-Carbazole vs 2,7-carbazole: A comparative study of hole-transporting polymeric materials for inorganic–organic hybrid perovskite solar cells

• Wei Li,
• Munechika Otsuka,
• Takehito Kato,
• Yang Wang,
• Takehiko Mori and
• Tsuyoshi Michinobu

Beilstein J. Org. Chem. 2016, 12, 1401–1409, doi:10.3762/bjoc.12.134

• ]. Among them, the poly(triarylamine) derivatives are currently some of the best polymeric hole-transporting materials for the PSCs [13]. Carbazole (Cbz)-based conjugated polymers are widely used as active photo- and semiconducting materials in a variety of organic electronics due to their tunable optical

Polythiophene and oligothiophene systems modified by TTF electroactive units for organic electronics

• Alexander L. Kanibolotsky,
• Neil J. Findlay and
• Peter J. Skabara

Beilstein J. Org. Chem. 2015, 11, 1749–1766, doi:10.3762/bjoc.11.191

• in organic field effect transistors and solar cells. Keywords: donor; oligothiophene; organic electronics; polythiophene; semiconductor; tetrathiafulvalene; Introduction Sulfur-rich π-functional systems are important building blocks in materials chemistry. Among them, tetrathiafulvalene (TTF

• studied polythiophene materials for organic electronics are regioregular poly(3-hexylthiophene) (P3HT) [2][3] and poly(3,4-ethylenedioxythiophene) (PEDOT) [4], which is highly conductive in its doped state. P3HT has become a benchmark polymer semiconductor for both bulk hetero-junction solar cells (BHJSCs

• electro-activities. The goal of this review is to provide an update on the synthesis of TTF-PT hybrid conjugated systems, their properties and their application to organic electronics. Both electrodeposition and chemical polymerisation will be considered as methods of producing the PT conjugated backbone

Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene: the effect of planarisation on charge transport properties

• Rupert G. D. Taylor,
• Joseph Cameron,
• Iain A. Wright,
• Neil Thomson,
• Olena Avramchenko,
• Alexander L. Kanibolotsky,
• Anto R. Inigo,
• Tell Tuttle and
• Peter J. Skabara

Beilstein J. Org. Chem. 2015, 11, 1148–1154, doi:10.3762/bjoc.11.129

• interactions; organic field effect transistor (OFET); organic semiconductors; tetrathiafulvalene; thiazole; Introduction The TTF moiety has received much attention in the field of organic electronics owing to its reliable redox behaviour [1], good charge transport properties [2] and scope for

Advances in the synthesis of functionalised pyrrolotetrathiafulvalenes

• Luke J. O’Driscoll,
• Sissel S. Andersen,
• Marta V. Solano,
• Dan Bendixen,
• Morten Jensen,
• Troels Duedal,
• Jess Lycoops,
• Cornelia van der Pol,
• Rebecca E. Sørensen,
• Karina R. Larsen,
• Kenneth Myntman,
• Christian Henriksen,
• Stinne W. Hansen and
• Jan O. Jeppesen

Beilstein J. Org. Chem. 2015, 11, 1112–1122, doi:10.3762/bjoc.11.125

• molecular machines [1][2][3][4][5], molecular and organic electronics [5][6][7], chemosensors [1][8][9][10][11], coordination chemistry [12][13][14], catalysis [15] and beyond [16][17][18][19][20][21]. This owes much to the strong electron-donor character of the TTF moiety and its derivatives, which have

A new and convenient synthetic way to 2-substituted thieno[2,3-b]indoles

• Roman A. Irgashev,
• Arseny A. Karmatsky,
• Gennady L. Rusinov and
• Valery N. Charushin

Beilstein J. Org. Chem. 2015, 11, 1000–1007, doi:10.3762/bjoc.11.112

• into account that the overwhelming majority of compounds for organic electronics are constructed from π-conjugated linear or angular fused aromatic and heteroaromatic units [16][17][18][19], the development of convenient synthetic ways to structures bearing several linked (het)aromatic units appears to

Tuning of tetrathiafulvalene properties: versatile synthesis of N-arylated monopyrrolotetrathiafulvalenes via Ullmann-type coupling reactions

• Vladimir A. Azov,
• Diana Janott,
• Dirk Schlüter and
• Matthias Zeller

Beilstein J. Org. Chem. 2015, 11, 860–868, doi:10.3762/bjoc.11.96

• molecular level. Crystals of 4d, for example, form plates with an aspect ratio of 10 and above. Such layered arrangements make these derivatives possible candidates for organic electronics [34] and may serve as a motivation for evaluation of their electronic properties in the solid state. Figures 5–8

Scalable synthesis of 5,11-diethynylated indeno[1,2-b]fluorene-6,12-diones and exploration of their solid state packing

• Bradley D. Rose,
• Peter J. Santa Maria,
• Aaron G. Fix,
• Chris L. Vonnegut,
• Lev N. Zakharov,
• Sean R. Parkin and
• Michael M. Haley

Beilstein J. Org. Chem. 2014, 10, 2122–2130, doi:10.3762/bjoc.10.219

• gram amounts of material. With this new methodology, we explored the effects on crystal packing morphology for the indeno[1,2-b]fluorene-6,12-diones by varying the substituents on the silylethynyl groups. Keywords: crystal packing; electron accepting; indenofluorenes; organic electronics; polycyclic

Chemistry of polyhalogenated nitrobutadienes, 14: Efficient synthesis of functionalized (Z)-2-allylidenethiazolidin-4-ones

• Viktor A. Zapol’skii,
• Jan C. Namyslo,
• Mimoza Gjikaj and
• Dieter E. Kaufmann

Beilstein J. Org. Chem. 2014, 10, 1638–1644, doi:10.3762/bjoc.10.170

• that, among industrial applications thiazolidinones serve as electron donors, e.g., as ligands in coordination compounds or as vulcanizing agents [31]. Furthermore, it is well known that these heterocycles play a major role in corresponding organic electronics, e.g., they lead to high quantum

Crystal design using multipolar electrostatic interactions: A concept study for organic electronics

• Peer Kirsch,
• Qiong Tong and
• Harald Untenecker

Beilstein J. Org. Chem. 2013, 9, 2367–2373, doi:10.3762/bjoc.9.272

• fluorinated arenes, without expanding the geometry too much. Arene–perfluoroarene interactions are well known to stabilize molecular crystals [11][12][13] through multipolar electrostatic interactions, and there are a few examples for their use in organic electronics [10][14]. Another point to consider are

Ring-opening reaction of 2,5-dioctyldithieno[2,3-b:3',2'-d]thiophene in the presence of aryllithium reagents

• Hao Zhong,
• Jianwu Shi,
• Jianxun Kang,
• Shaomin Wang,
• Xinming Liu and
• Hua Wang

Beilstein J. Org. Chem. 2013, 9, 767–774, doi:10.3762/bjoc.9.87

• electrical properties, the derivatives of dithieno[2,3-b:3',2'-d]thiophene (DTT), as one type of fused oligothiophene, have shown their potential applications in organic electronics [1][2][3][4]. The work on the synthesis of DTT derivatives and the chemical stability of the DTT core is of particular interest

Thiophene-based donor–acceptor co-oligomers by copper-catalyzed 1,3-dipolar cycloaddition

• Stefanie Potratz,
• Amaresh Mishra and
• Peter Bäuerle

Beilstein J. Org. Chem. 2012, 8, 683–692, doi:10.3762/bjoc.8.76

• extensively investigated organic semiconducting materials used in organic electronics [1][2][3]. In this respect, various oligomers have been developed by using metal-catalyzed Suzuki-, Stille-, Sonogashira-, and Kumada-type cross-coupling reactions [4][5][6][7][8][9]. On the other hand, the so-called “click

Liquid-crystalline nanoparticles: Hybrid design and mesophase structures

• Gareth L. Nealon,
• Romain Greget,
• Cristina Dominguez,
• Zsuzsanna T. Nagy,
• Daniel Guillon,
• Jean-Louis Gallani and
• Bertrand Donnio

Beilstein J. Org. Chem. 2012, 8, 349–370, doi:10.3762/bjoc.8.39

• most notably for opto-electronic devices [91] and organic electronics [92]. The basis for much of this interest lies in their inherent ability to self-organise into columnar structures, which exhibit directional properties, such as electrical conduction along the column axis. Au NPs of 2.4 nm average

Syntheses and properties of thienyl-substituted dithienophenazines

• Annemarie Meyer,
• Eva Sigmund,
• Friedhelm Luppertz,
• Gregor Schnakenburg,
• Immanuel Gadaczek,
• Thomas Bredow,
• Stefan-S. Jester and
• Sigurd Höger

Beilstein J. Org. Chem. 2010, 6, 1180–1187, doi:10.3762/bjoc.6.135

• : oligothiophenes; phenazines; scanning tunneling microscopy; self-assembled monolayers; TD-DFT calculations; Introduction Thiophene based oligomers and polymers have drawn considerable interest as active materials in various fields of organic electronics such as organic light-emitting diodes (OLEDs), organic thin

• ]. In addition, fused bithiophenes with an enforced planarity, and therefore reduced optical gaps, and an increased π–π overlap of the polycyclic molecule backbone have entered various fields of organic electronics [9][10][11][12][13]. Apart from their optoelectronic properties, linear and branched as