Energy down converting organic fluorophore functionalized mesoporous silica hybrids for monolith-coated light emitting diodes

• Markus Börgardts and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2017, 13, 768–778, doi:10.3762/bjoc.13.76

• alternative, eventually starting from renewable organic materials [8][9]. Other than inorganic luminophores these organic analogues cannot simply be intercalated in a robust inorganic host structure and, therefore, ligating materials are required. Since the host structure should not undergo photodegradation

Fluorinated cyclohexanes: Synthesis of amine building blocks of the all-cis 2,3,5,6-tetrafluorocyclohexylamine motif

• Tetiana Bykova,
• Nawaf Al-Maharik,
• Alexandra M. Z. Slawin and
• David O'Hagan

Beilstein J. Org. Chem. 2017, 13, 728–733, doi:10.3762/bjoc.13.72

• the molecular dipole is 5.2 D [2]. The motif has the unique property of inducing facial polarity to the ring system [2][7]. The nature of the interaction of this ring system with protein targets remains to be examined, and its incorporation into organic materials is in its infancy. Access to this

Synthesis and optical properties of new 5'-aryl-substituted 2,5-bis(3-decyl-2,2'-bithiophen-5-yl)-1,3,4-oxadiazoles

• Anastasia S. Kostyuchenko,
• Tatyana Yu. Zheleznova,
• Anton J. Stasyuk,
• Aleksandra Kurowska,
• Wojciech Domagala,
• Adam Pron and
• Alexander S. Fisyuk

Beilstein J. Org. Chem. 2017, 13, 313–322, doi:10.3762/bjoc.13.34

• Anastasia S. Kostyuchenko Tatyana Yu. Zheleznova Anton J. Stasyuk Aleksandra Kurowska Wojciech Domagala Adam Pron Alexander S. Fisyuk Laboratory of New Organic Materials, Omsk State Technical University, Mira Ave, 11, 644050 Omsk, Russian Federation Department of Organic Chemistry, Faculty of

A new class of organogelators based on triphenylmethyl derivatives of primary alcohols: hydrophobic interactions alone can mediate gelation

• Wangkhem P. Singh and
• Rajkumar S. Singh

Beilstein J. Org. Chem. 2017, 13, 138–149, doi:10.3762/bjoc.13.17

• Wangkhem P. Singh Rajkumar S. Singh Organic Materials Research Laboratory, Department of Basic Sciences & Social Sciences, North-Eastern Hill University, Shillong-793022, Meghalaya, India 10.3762/bjoc.13.17 Abstract In the present work, we have explored the use of the triphenylmethyl group, a

Organofluorine chemistry: Difluoromethylene motifs spaced 1,3 to each other imparts facial polarity to a cyclohexane ring

• Mathew J. Jones,
• Ricardo Callejo,
• Alexandra M. Z. Slawin,
• Michael Bühl and
• David O'Hagan

Beilstein J. Org. Chem. 2016, 12, 2823–2827, doi:10.3762/bjoc.12.281

• also rendered fluorine containing compounds important in the development of organic materials such as liquid crystals [8][9]. Strategic fluorination can add polarity to a molecule, however, such compounds do not generally increase in their hydrophilic capacity, thus selective fluorination leads to

• offer new possibilities for the design of performance molecules extending from organic materials research to medicinal chemistry. Selected fluorinated polar alicyclic scaffolds. X-ray structure of compound 4c. The image shows two molecules stacked with the non-fluorine face pointing to an adjacent

TBHP-mediated highly efficient dehydrogenative cross-oxidative coupling of methylarenes with acetanilides

• Cui Chen,
• Weibing Liu and
• Peng Zhou

Beilstein J. Org. Chem. 2016, 12, 2250–2255, doi:10.3762/bjoc.12.217

• utilization in pharmaceutical and agrochemical applications [1][2][3], as well as for precursors in organic synthesis for the construction of natural products, polymers and organic materials [4][5][6]. The database of medicinal chemistry indicates that around 25% of synthetic drugs contain the amide moiety [7

Hydroxy-functionalized hyper-cross-linked ultra-microporous organic polymers for selective CO₂ capture at room temperature

• Partha Samanta,
• Priyanshu Chandra and
• Sujit K. Ghosh

Beilstein J. Org. Chem. 2016, 12, 1981–1986, doi:10.3762/bjoc.12.185

• types of microporous organic materials including covalent organic frameworks (COFs), conjugate microporous polymers (CMPs), porous polymeric networks (PPNs), porous aromatic frameworks (PAFs), covalent triazine framework (CTFs), etc. [19][20][21][22][23][24]. Hyper-cross-linked microporous organic

Star-shaped and linear π-conjugated oligomers consisting of a tetrathienoanthracene core and multiple diketopyrrolopyrrole arms for organic solar cells

• Hideaki Komiyama,
• Chihaya Adachi and
• Takuma Yasuda

Beilstein J. Org. Chem. 2016, 12, 1459–1466, doi:10.3762/bjoc.12.142

• highly different from that of the reported general polymer- and small-molecule-based OSCs. A star-shaped molecular structure containing a two-dimensionally extended π-conjugated system is a promising electronic system for designing photovoltaic organic materials, as a result of its excellent

My maize and blue brick road to physical organic chemistry in materials

• Anne J. McNeil

Beilstein J. Org. Chem. 2016, 12, 229–238, doi:10.3762/bjoc.12.24

• field of supramolecular chemistry, specifically, and organic materials, broadly. My research group’s efforts toward designing new sensors based on small molecule gelators are described. In particular, I highlight how our design strategy has evolved as we learn more about molecular gelators. This

• perspective concludes with some predictions about where molecular gels, as well as my personal and professional life, are headed. Keywords: molecular gel; organic chemistry; organic materials; self-assembly; supramolecular chemistry; Review One of my earliest memories involves pouring water down our

• a great mentor who knew exactly when to push, when to provide assistance, and when to disappear and let me figure it out on my own. A fortuitous and unusual observation during my graduate work led me into the field of organic materials: I observed an enolate alkylation wherein the rate correlated

A concise and efficient synthesis of benzimidazo[1,2-c]quinazolines through CuI-catalyzed intramolecular N-arylations

• Xinlong Pang,
• Chao Chen,
• Ming Li and
• Chanjuan Xi

Beilstein J. Org. Chem. 2015, 11, 2365–2369, doi:10.3762/bjoc.11.258

• : benzimidazo[1,2-c]quinazoline; (bromophenyl)iodonium salt; copper catalyst; o-cyanoaniline; quinazolin-4(3H)-imine; Ullmann N-arylation; Introduction Nitrogen-containing heterocycles are ubiquitous backbones in natural products, medicine and organic materials. In addition, they are also important ligands for

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

• its size, and illustrating the high potential of the coordination-driven approach in tuning the size and the shape of a target cavity. This approach constitutes a promising strategy to address the design of organic materials (e.g. for organic photovoltaics or molecular electronic devices). Indeed

• , mastering the geometry of multicomponent redox-active systems offers a unique opportunity to fine-tuning electronic interactions within the material [43], an issue which is of prime importance for optimizing electron transport in organic materials. X-ray crystal structures of: (a) ligand L1, (b) self

Copper ion salts of arylthiotetrathiafulvalenes: synthesis, structure diversity and magnetic properties

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

Beilstein J. Org. Chem. 2015, 11, 850–859, doi:10.3762/bjoc.11.95

• : antiferromagnetic interaction; arylthio-substituted tetrathiafulvalenes; charge-transfer; crystal structure; magnetic property; Introduction Since firstly synthesized in 1970s [1], tetrathiafulvalene (TTF) and its derivatives have been intensively studied to explore functional organic materials [2]. Inspired by

Redox active dendronized polystyrenes equipped with peripheral triarylamines

• Toshiki Nokami,
• Naoki Musya,
• Tatsuya Morofuji,
• Keiji Takeda,
• Masahiro Takumi,
• Akihiro Shimizu and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2014, 10, 3097–3103, doi:10.3762/bjoc.10.326

• tetrathiafulvalene (TTF) derivatives [15][16][17][18][19], the corresponding dendronized polymers are rare [20]. One of the major reasons for this seems to be the difficulty in making such structures. However, redox-active dendronized polymers should provide more opportunities to form functional organic materials

Specific DNA duplex formation at an artificial lipid bilayer: fluorescence microscopy after Sybr Green I staining

• Emma Werz and
• Helmut Rosemeyer

Beilstein J. Org. Chem. 2014, 10, 2307–2321, doi:10.3762/bjoc.10.240

• Emma Werz Helmut Rosemeyer Organic Materials Chemistry and Bioorganic Chemistry, Institute of Chemistry of New Materials, University of Osnabrück, Barbarastr. 7, D-49069 Osnabrück, Germany Ionovation GmbH, Westerbreite 7 (CUT), D-49084 Osnabrück, Germany 10.3762/bjoc.10.240 Abstract The article

Carbon nanomaterials

• Anke Krueger

Beilstein J. Org. Chem. 2014, 10, 1785–1786, doi:10.3762/bjoc.10.186

• and many carbon-rich organic materials are available to the scientific community in excellent quality and suitable amounts for the investigation of fundamental properties and prospective applications. This has led to the emergence of a new community of scientists working in an interdisciplinary area

Synthesis of new, highly luminescent bis(2,2’-bithiophen-5-yl) substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole

• Anastasia S. Kostyuchenko,
• Vyacheslav L.Yurpalov,
• Aleksandra Kurowska,
• Wojciech Domagala,
• Adam Pron and
• Alexander S. Fisyuk

Beilstein J. Org. Chem. 2014, 10, 1596–1602, doi:10.3762/bjoc.10.165

• Anastasia S. Kostyuchenko Vyacheslav L.Yurpalov Aleksandra Kurowska Wojciech Domagala Adam Pron Alexander S. Fisyuk Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, 55a Mira Ave, 644077 Omsk, Russia Laboratory of New Organic Materials, Omsk State Technical University, Mira

Direct C–H trifluoromethylation of di- and trisubstituted alkenes by photoredox catalysis

• Ren Tomita,
• Yusuke Yasu,
• Takashi Koike and
• Munetaka Akita

Beilstein J. Org. Chem. 2014, 10, 1099–1106, doi:10.3762/bjoc.10.108

• pharmaceuticals and agrochemicals as well as functional organic materials. But reported synthetic methods usually require multiple synthetic steps and/or exhibit limitation with respect to access to tri- and tetrasubstituted CF3-alkenes. Thus development of new methodologies for facile construction of Calkenyl

• catalysis; radical reaction; trifluoromethylation; Introduction The trifluoromethyl (CF3) group is a useful structural motif in many bioactive molecules as well as functional organic materials [1][2][3][4][5][6]. Thus, the development of new methodologies for highly efficient and selective incorporation of

The Ugi four-component reaction as a concise modular synthetic tool for photo-induced electron transfer donor-anthraquinone dyads

• Sarah Bay,
• Gamall Makhloufi,
• Christoph Janiak and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2014, 10, 1006–1016, doi:10.3762/bjoc.10.100

• approximation. Keywords: absorption spectroscopy; cyclic voltammetry; chromophores; fluorescence; multicomponent reactions; photo-induced electron transfer; Introduction Chromophores, fluorophores, and electrophores, are functional organic materials [1] and constitute active components in molecular

One-pot three-component synthesis and photophysical characteristics of novel triene merocyanines

• Christian Muschelknautz,
• Robin Visse,
• Jan Nordmann and
• Thomas J. J. Müller

Beilstein J. Org. Chem. 2014, 10, 599–612, doi:10.3762/bjoc.10.51

• reactions; Introduction Functional organic materials [1], such as chromophores, fluorophores, and electrophores, constitute the active components in molecular electronics [2], photonics [3], and bioanalytics [4][5][6]. Among many chromophores the class of merocyanines [7][8][9], i.e. α-donor-ω-acceptor

Continuous-flow Heck synthesis of 4-methoxybiphenyl and methyl 4-methoxycinnamate in supercritical carbon dioxide expanded solvent solutions

• Phei Li Lau,
• Ray W. K. Allen and
• Peter Styring

Beilstein J. Org. Chem. 2013, 9, 2886–2897, doi:10.3762/bjoc.9.325

• these cross-coupling methods has undoubtedly revolutionalised the protocols for the construction of natural products, building blocks for supramolecular chemistry, self-assembly of organic materials and polymers, and lead compounds in medicinal chemistry from simpler entities [1]. These include the

Novel supramolecular affinity materials based on (−)-isosteviol as molecular templates

• Christina Lohoelter,
• Malte Brutschy,
• Daniel Lubczyk and
• Siegfried R. Waldvogel

Beilstein J. Org. Chem. 2013, 9, 2821–2833, doi:10.3762/bjoc.9.317

• . The advantage of HFF-QCMs is the low detection limit and the fast, highly reproducible and easy to apply electro spray protocol for the coating of such devices [57][58][59]. Almost all organic materials which show at least a certain solubility in tetrahydrofuran or other volatile organic solvents

• precursor all-syn-16 in hands and the need for organic materials with pronounced cavities as potent affinity materials we envisioned the synthesis of a capsule-type architecture. Therefore, all-syn-16 was O-alkylated by treatment with 5-bromo-1-pentene using standard conditions [70] to yield the

3-Pyridinols and 5-pyrimidinols: Tailor-made for use in synergistic radical-trapping co-antioxidant systems

• Luca Valgimigli,
• Daniele Bartolomei,
• Riccardo Amorati,
• Evan Haidasz,
• Jason J. Hanthorn,
• Susheel J. Nara,
• Johan Brinkhorst and
• Derek A. Pratt

Beilstein J. Org. Chem. 2013, 9, 2781–2792, doi:10.3762/bjoc.9.313

• important class of compounds used to protect organic materials from oxidative degradation from autoxidation (Scheme 1) [1][2]. Phenolic compounds are almost universally used for this purpose – for industrial/commercial applications as well as in nature – since they possess inherently high reactivities to

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

• transport in organic materials, or electron transport in general, occurs in most cases by a hopping mechanism which is described by the Marcus theory [6]. According to Marcus’ formula (1), the rate of electron transfer (ket) between equal molecules is controlled by the electronic overlap (transfer integral

Organo-fluorine chemistry III

• David O'Hagan

Beilstein J. Org. Chem. 2013, 9, 2180–2181, doi:10.3762/bjoc.9.255

• contributions in the Thematic Series focus on this aspect of organo-fluorine chemistry. Fluorine touches all categories of performance compounds extending from bioactives to organic materials, and society demands continual improvements in the quality and performance of products and devices. As the global

Cyclization of substitued 2-(2-fluorophenylazo)azines to azino[1,2-c]benzo[d][1,2,4]triazinium derivatives

• Aleksandra Jankowiak,
• Emilia Obijalska and
• Piotr Kaszynski

Beilstein J. Org. Chem. 2013, 9, 1873–1880, doi:10.3762/bjoc.9.219

• Aleksandra Jankowiak Emilia Obijalska Piotr Kaszynski Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Nashville, TN 37235, USA Faculty of Chemistry, University of Łódź, Tamka 12, 91403 Łódź, Poland 10.3762/bjoc.9.219 Abstract Light-induced cyclization of several

• cyclization of fluorides II (Figure 1) in the presence of Ca2+ ions [7]. A further progress in the investigation of cation 1a and its applications as a pharmacophore or a component of organic materials requires access to functionalized derivatives, in which substituents control the properties and allow the