Zinc–gold cooperative catalysis for the direct alkynylation of benzofurans

• Yifan Li and
• Jérôme Waser

Beilstein J. Org. Chem. 2013, 9, 1763–1767, doi:10.3762/bjoc.9.204

• organic materials (Figure 1). For example, members of the furocoumarin class of natural products including psoralen (1), 8-methoxypsoralen (2) and angelicin (3) can cross-link with DNA upon light irradiation. They have consequently been used for the treatment of skin diseases such as cancer or psoriasis

• as important structural elements for organic materials, such as the organic transistor 6 [8]. Due to the importance of benzofurans, the discovery of new efficient methods for their synthesis and functionalization is an intensive field of research [9][10][11]. Especially interesting would be methods

Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions

• Tanveer Mahamadali Shaikh and
• Fung-E Hong

Beilstein J. Org. Chem. 2013, 9, 1578–1588, doi:10.3762/bjoc.9.180

• Substituted olefins are important structural motifs in natural products, pharmaceuticals, bioactive compounds and organic materials [1][2]. Olefins such as stilbene derivatives normally show antitumor [3], antiinflammatory [4], neuroprotective [5], and cardioprotective [6] properties. Due to its importance in

Enhancement of efficiency in organic photovoltaic devices containing self-complementary hydrogen-bonding domains

• Rohan J. Kumar,
• Jegadesan Subbiah and
• Andrew B. Holmes

Beilstein J. Org. Chem. 2013, 9, 1102–1110, doi:10.3762/bjoc.9.122

• times are required [3]. The use of organic materials in photovoltaic devices is attractive owing to the abundance of the elements used, the possibility to use low-cost manufacturing techniques, and the diversity of molecular structure that is accessible. There is a growing understanding of the control

Zanthoxoaporphines A–C: Three new larvicidal dibenzo[de,g]quinolin-7-one alkaloids from Zanthoxylum paracanthum (Rutaceae)

• Fidelis N. Samita,
• Louis P. Sandjo,
• Isaiah O. Ndiege,
• Ahmed Hassanali and
• Wilber Lwande

Beilstein J. Org. Chem. 2013, 9, 447–452, doi:10.3762/bjoc.9.47

• larvicidal activity were tested at 10, 5, 2, and 1 ppm. This was performed by dissolving 5, 2.5, 1 and 0.5 mg of these organic materials in 1 mL of acetone and adding 499 mL of distilled water in a 500 mL beaker. Each of the prepared solutions was divided into five portions of 100 mL each in 250 mL beakers

Palladium-catalyzed dual C–H or N–H functionalization of unfunctionalized indole derivatives with alkenes and arenes

• Gianluigi Broggini,
• Egle M. Beccalli,
• Andrea Fasana and
• Silvia Gazzola

Beilstein J. Org. Chem. 2012, 8, 1730–1746, doi:10.3762/bjoc.8.198

• role in the discovery of active antitumor drugs [29][30][31]. Carbazole derivatives also find applications in organic materials as chromophores and photoconductors [32]. For several years, the development of methodologies concerning indole synthesis and functionalization has been one of the most

Synthesis and characterization of low-molecular-weight π-conjugated polymers covered by persilylated β-cyclodextrin

• Aurica Farcas,
• Ana-Maria Resmerita,
• Andreea Stefanache,
• Mihaela Balan and
• Valeria Harabagiu

Beilstein J. Org. Chem. 2012, 8, 1505–1514, doi:10.3762/bjoc.8.170

• materials with extended π-conjugation have attracted considerable attention in recent years as a new class of active organic materials for optoelectronic applications [1][2][3][4]. Among the conjugated polymers, a number of poly(9-alkylfluorene)s (PFs) and poly(9,9-dioctylfluorene) (PDOF) polymers in

• bulkier silylated groups, affecting the ability of the diborate groups from the DOF molecule to partially penetrate the PS-βCD cavity. Keywords: alternating fluorene-bithiophene copolymer; cyclodextrins; interlocked molecules; macrocycles; persilylated β-cyclodextrin; polyrotaxanes; Introduction Organic

Synthesis of oleophilic electron-rich phenylhydrazines

• Aleksandra Jankowiak and
• Piotr Kaszyński

Beilstein J. Org. Chem. 2012, 8, 275–282, doi:10.3762/bjoc.8.29

• Aleksandra Jankowiak Piotr Kaszynski Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Nashville, TN 37235 Faculty of Chemistry, University of Lódź, Tamka 12, 91403 Lódź, Poland 10.3762/bjoc.8.29 Abstract Phenylhydrazines 1 substituted with two or three long-chain

Imidazole as a parent π-conjugated backbone in charge-transfer chromophores

• Jiří Kulhánek and
• Filip Bureš

Beilstein J. Org. Chem. 2012, 8, 25–49, doi:10.3762/bjoc.8.4

• intramolecular charge transfer (ICT) are reviewed. Design, synthetic pathways, linear and nonlinear optical properties, electrochemistry, structure–property relationships, and the prospective application of such D-π-A organic materials are described. This review focuses on Y-shaped imidazoles, bi- and

• made in the development and the investigation of new organic push–pull systems. In contrast to inorganic materials, the advent of dipolar (hetero)organic materials with readily polarizable structure was stimulated by their relative ease of synthesis, well-defined structure, chemical and thermal

• electronic behavior of the appended donors and acceptors and the character and length of the π-conjugated linker [4][5][6][7]. Recently, it was also recognized that push–pull systems applicable as organic materials should possess high chemical and thermal robustness, good solubility in common organic

Sexithiophenes as efficient luminescence quenchers of quantum dots

• Christopher R. Mason,
• Yang Li,
• Paul O’Brien,
• Neil J. Findlay and
• Peter J. Skabara

Beilstein J. Org. Chem. 2011, 7, 1722–1731, doi:10.3762/bjoc.7.202

• organic materials have attracted significant interest due to the advantages they offer over polythiophenes, namely (i) monodispersity, (ii) a precise structure with no isomeric impurities, (iii) high chemical stability, (iv) good solubility, and (v) direct processability from solution or by vacuum

A novel and facile synthesis of 3-(2-benzofuroyl)- and 3,6-bis(2-benzofuroyl)carbazole derivatives

• Wentao Gao,
• Meiru Zheng and
• Yang Li

Beilstein J. Org. Chem. 2011, 7, 1533–1540, doi:10.3762/bjoc.7.180

• derivatives, are embodied in many naturally occurring products [1][2][3] and display a broad spectrum of useful biological activities such as antitumor, antimitotic, and antioxidative activities [4][5][6]. They are also widely used as building blocks for new organic materials [7][8][9][10], and play a very

Combined directed ortho-zincation and palladium-catalyzed strategies: Synthesis of 4,n-dimethoxy-substituted benzo[b]furans

• Verónica Guilarte,
• M. Pilar Castroviejo,
• Estela Álvarez and
• Roberto Sanz

Beilstein J. Org. Chem. 2011, 7, 1255–1260, doi:10.3762/bjoc.7.146

• the other hand, benzo[b]furan is a basic skeleton found in a variety of significant natural products [20], and some derivatives are also used as organic materials, due to their optical and electronic properties [21]. Thus, many synthetic efforts have been devoted to the synthesis of this type of

Single enantiomer synthesis of α-(trifluoromethyl)-β-lactam

• Václav Jurčík,
• Alexandra M. Z. Slawin and
• David O'Hagan

Beilstein J. Org. Chem. 2011, 7, 759–766, doi:10.3762/bjoc.7.86

• some such motifs are emerging in new chemical entities licenced for the pharmaceuticals market, but also in organic materials area, e.g., liquid crystals [9]. Methodologies continue to emerge for the asymmetric introduction of the CF3 group [10][11][12][13]. In this contribution, we report a synthesis

Novel carbazole–pyridine copolymers by an economical method: synthesis, spectroscopic and thermochemical studies

• Aamer Saeed,
• Madiha Irfan and
• Shahid Ameen Samra

Beilstein J. Org. Chem. 2011, 7, 638–647, doi:10.3762/bjoc.7.75

• for employing organic materials as LEDs [7] and carbazole containing polymers are the most studied group amongst the different polymers intended for OLED applications [8][9][10][11][12][13][14][15]. Carbazole containing polymers exhibit excellent electron-donating properties together with intense

The preparation of 3-substituted-1,5-dibromopentanes as precursors to heteracyclohexanes

• Bryan Ringstrand,
• Martin Oltmanns,
• Jeffrey A. Batt,
• Aleksandra Jankowiak,
• Richard P. Denicola and
• Piotr Kaszynski

Beilstein J. Org. Chem. 2011, 7, 386–393, doi:10.3762/bjoc.7.49

• Bryan Ringstrand Martin Oltmanns Jeffrey A. Batt Aleksandra Jankowiak Richard P. Denicola Piotr Kaszynski Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Box 1822 Station B, Nashville, TN 37235, USA, phone/fax: (615) 322-3458 Faculty of Chemistry, University of

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

• -film transistors (OTFTs), or organic photovoltaics (OPVs) [1][2][3]. Concerning applications, organic materials are highly attractive due to their low cost and their particularly simple deposition from either vacuum or solution (casting or printing), and thus they are already utilized in industrial

Synthesis of 3-(quinolin-2-yl)- and 3,6-bis(quinolin-2-yl)-9H-carbazoles

• Yang Li and
• Wentao Gao

Beilstein J. Org. Chem. 2010, 6, 966–972, doi:10.3762/bjoc.6.108

• effects such as anti-tumor [9][10], anti-oxidative [11], anti-inflammatory, and anti-mutagenic activities [12][13]. In addition, their derivatives are widely used as building blocks for new organic materials and play a very important role in electroactive and photoactive materials. They are also

Towards racemizable chiral organogelators

• Jian Bin Lin,
• Debarshi Dasgupta,
• Seda Cantekin and
• Albertus P. H. J. Schenning

Beilstein J. Org. Chem. 2010, 6, 960–965, doi:10.3762/bjoc.6.107

• Jian Bin Lin Debarshi Dasgupta Seda Cantekin Albertus P. H. J. Schenning Functional Organic Materials and Devices and Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, PO Box 513, 5600MB Eindhoven, The Netherlands 10.3762/bjoc.6.107 Abstract A chiral

Synthesis, characterization and photoinduced curing of polysulfones with (meth)acrylate functionalities

• Cemil Dizman,
• Sahin Ates,
• Lokman Torun and
• Yusuf Yagci

Beilstein J. Org. Chem. 2010, 6, No. 56, doi:10.3762/bjoc.6.56

• process is based upon the irradiation of the organic materials with light to initiate the reaction [15]. Compared to thermal polymerization, the corresponding photochemical processes have several advantages including increasing manufacturing capacity, low energy requirements, decreasing working area

• , production-line adjustability, low temperature processing, non-polluting and solvent-free formulations, and uncomplicated designed system. Organic materials (monomers, oligomers, polymers) with photoinitiators can be used in UV-curing systems. There are several photoinitiators acting in the UV and visible

Ring-alkyl connecting group effect on mesogenic properties of p-carborane derivatives and their hydrocarbon analogues

• Aleksandra Jankowiak,
• Piotr Kaszynski,
• William R. Tilford,
• Kiminori Ohta,
• Adam Januszko,
• Takashi Nagamine and
• Yasuyuki Endo

Beilstein J. Org. Chem. 2009, 5, No. 83, doi:10.3762/bjoc.5.83

• Aleksandra Jankowiak Piotr Kaszynski William R. Tilford Kiminori Ohta Adam Januszko Takashi Nagamine Yasuyuki Endo Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Box 1822 Station B, Nashville, TN 37235, USA, Phone/Fax: (615) 322-3458 Tohoku Pharmaceutical

Three step synthesis of single diastereoisomers of the vicinal trifluoro motif

• Vincent A. Brunet,
• Alexandra M. Z. Slawin and
• David O'Hagan

Beilstein J. Org. Chem. 2009, 5, No. 61, doi:10.3762/bjoc.5.61

• in medicinal chemistry programmes and in organic materials [1][2]. To date arylfluorines have dominated this agenda. However molecules where the C–F bond is a constituent of a stereogenic centre are gaining in prominence, particularly as new reagents and more versatile asymmetric methods facilitate

Synthesis of unsymmetrically substituted biaryls via sequential lithiation of dibromobiaryls using integrated microflow systems

• Aiichiro Nagaki,
• Naofumi Takabayashi,
• Yutaka Tomida and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2009, 5, No. 16, doi:10.3762/bjoc.5.16

• because of the frequent occurrence of such structures in natural products, pharmaceuticals, agrochemicals, and functional organic materials [1]. Transition metal-catalyzed cross-coupling of arylmetal compounds with aryl halides or triflates serves as a useful method for preparation of such unsymmetrical