Photochromic diarylethene ligands featuring 2-(imidazol-2-yl)pyridine coordination site and their iron(II) complexes

• Andrey G. Lvov,
• Max Mörtel,
• Anton V. Yadykov,
• Frank W. Heinemann,
• Valerii Z. Shirinian and
• Marat M. Khusniyarov

Beilstein J. Org. Chem. 2019, 15, 2428–2437, doi:10.3762/bjoc.15.235

• their complexes with rhodium(I) [18], platinum(II) [30], and iridium(III) [31] were reported. In contrast, in our work, the 2-(imidazol-2-yl)pyridine unit is used as a heterocyclic moiety of diarylethenes with cyclopentenone, cyclopentene, and cyclohexenone ethene bridges. The novel ligands have been

Small anion-assisted electrochemical potential splitting in a new series of bistriarylamine derivatives: organic mixed valency across a urea bridge and zwitterionization

• Keishiro Tahara,
• Tetsufumi Nakakita,
• Alyona A. Starikova,
• Takashi Ikeda,
• Masaaki Abe and
• Jun-ichi Kikuchi

Beilstein J. Org. Chem. 2019, 15, 2277–2286, doi:10.3762/bjoc.15.220

• . Electrochemical investigations The electrochemical behavior was investigated using a BAS electrochemical analyzer (Bioanalytical Systems Inc, West Lafayette, IN, USA) with a three-electrode system composed of a platinum wire (1.6 mm diameter) counter electrode, a glassy carbon working electrode (3.0 mm diameter

2,3-Dibutoxynaphthalene-based tetralactam macrocycles for recognizing precious metal chloride complexes

• Li-Li Wang,
• Yi-Kuan Tu,
• Huan Yao and
• Wei Jiang

Beilstein J. Org. Chem. 2019, 15, 1460–1467, doi:10.3762/bjoc.15.146

• sidewalls have been synthesized and characterized. The macrocycle containing isophthalamide bridges can bind square-planar chloride coordination complexes of gold(III), platinum(II), and palladium(II) in CDCl3, while the macrocycle with 2,6-pyridine dicarboxamide bridging units cannot. This may be due to

• a pair of new tetralactam macrocycles with 2,3-dibutoxynaphthalene as the sidewalls. The tetralactam macrocycle with 2,6-pyridine dicarboxamide cannot bind square-planar chloride coordination complexes of gold(III), platinum(II), and palladium(II) in CDCl3, while the macrocycle containing

• isophthalamide bridging units bind these complexes with decent binding affinities. This macrocycle shows similar binding affinity to chloride, weaker affinity to the chloride complex of gold(III), and much stronger affinities to the chloride complexes of platinum(II) and palladium(II), when compared to the

Selenophene-containing heterotriacenes by a C–Se coupling/cyclization reaction

• Pierre-Olivier Schwartz,
• Sebastian Förtsch,
• Astrid Vogt,
• Elena Mena-Osteritz and
• Peter Bäuerle

Beilstein J. Org. Chem. 2019, 15, 1379–1393, doi:10.3762/bjoc.15.138

• via spectroelectrochemistry using a previously described setup with a platinum working electrode and UV–vis–NIR spectra were recorded in reflectance mode [53]. At the beginning of the measurements a potential of −500 mV (vs Ag/AgCl) was applied in order to obtain the neutral polymer films without any

• Perkin Elmer UV/VIS/NIR Lambda 19 spectrometer. Cyclic voltammetry experiments were performed with a computer-controlled Autolab PGSTAT30 potentiostat in a three-electrode single compartment cell (3 mL). The platinum working electrode consisted of a platinum wire sealed in a soft glass tube with a

• surface of A = 0.785 mm2, which was polished down to 0.25 μm with Buehler polishing paste prior to use to guarantee reproducible surfaces. The counter electrode consisted of a platinum wire and the reference electrode was an Ag/AgCl reference electrode. All potentials were internally referenced to the

Mechanochemistry of supramolecules

• Anima Bose and
• Prasenjit Mal

Beilstein J. Org. Chem. 2019, 15, 881–900, doi:10.3762/bjoc.15.86

• condition than in aqueous media [56]. When a 1:1 mixture of the platinum salt [(en)PtNO3)2] and 4,4'-bipyridine were grinded in a mortar and pestle for 10 min, an NMR yield of 76% was found for the formation of molecular square 8 (Figure 4a). Similar structures were reported by Fujita’s group [57] in which

A diastereoselective approach to axially chiral biaryls via electrochemically enabled cyclization cascade

• Hong Yan,
• Zhong-Yi Mao,
• Zhong-Wei Hou,
• Jinshuai Song and
• Hai-Chao Xu

Beilstein J. Org. Chem. 2019, 15, 795–800, doi:10.3762/bjoc.15.76

• previously established conditions employing a three-necked round-bottomed flask as the cell, a reticulated vitreous carbon (RVC) anode and a platinum plate cathode [31]. The reaction was carried in refluxing MeCN/H2O (9:1) with tetraarylhydrazine 1 as the redox catalyst, NaHCO3 (2 equiv) as an additive, and

Synthesis of polydicyclopentadiene using the Cp₂TiCl₂/Et₂AlCl catalytic system and thin-layer oxidation of the polymer in air

• Zhargolma B. Bazarova,
• Ludmila S. Soroka,
• Alex A. Lyapkov,
• Мekhman S. Yusubov and
• Francis Verpoort

Beilstein J. Org. Chem. 2019, 15, 733–745, doi:10.3762/bjoc.15.69

• process with a digital thermometer, consisting of a platinum thin film resistance thermometer placed on a ceramic substrate and placed in a stainless steel thin-wall case. The catalyst for cationic DCPD polymerization is a complex that is formed during the interaction of Cp2TiCl2 with AlEt2Cl. The

Syntheses and chemical properties of β-nicotinamide riboside and its analogues and derivatives

• Mikhail V. Makarov and
• Marie E. Migaud

Beilstein J. Org. Chem. 2019, 15, 401–430, doi:10.3762/bjoc.15.36

• -dihydropyridine derivatives may be also accomplished by using catalysis with organometallic complexes [72][73][74][75][76][77][78][79] or platinum nanoparticles [80]. This recently developed approach stems from an independent field of research, which focuses on the regeneration of NAD(P)H from NAD(P)+ [81][82

Synthesis of 1,2-divinylcyclopropanes by metal-catalyzed cyclopropanation of 1,3-dienes with cyclopropenes as vinyl carbene precursors

• Jesús González,
• Alba de la Fuente,
• María J. González,
• Laura Díez de Tejada,
• Luis A. López and
• Rubén Vicente

Beilstein J. Org. Chem. 2019, 15, 285–290, doi:10.3762/bjoc.15.25

• importantly, with complete endo (syn) selectivity. The use of gold, platinum or ruthenium catalysts showed poorer results with respect to reaction yield and endo/exo (syn/anti) selectivity, as indicated in Scheme 2. Considering these results, the scope of the reaction with unbiased 1,3-dienes was next

Repurposing the anticancer drug cisplatin with the aim of developing novel Pseudomonas aeruginosa infection control agents

• Mingjun Yuan,
• Song Lin Chua,
• Yang Liu,
• Daniela I. Drautz-Moses,
• Joey Kuok Hoong Yam,
• Thet Tun Aung,
• Roger W. Beuerman,
• May Margarette Santillan Salido,
• Stephan C. Schuster,
• Choon-Hong Tan,
• Michael Givskov,
• Liang Yang and
• Thomas E. Nielsen

Beilstein J. Org. Chem. 2018, 14, 3059–3069, doi:10.3762/bjoc.14.284

• glucose and 0.4 g/L casamino acids). For marker selection in P. aeruginosa, 30 μg mL−1 gentamycin (Gm), 50 μg mL−1 tetracycline (Tc), 100 μg mL−1 streptomycin (Strep) or 200 μg mL−1 carbenicillin (Cb) were used, as appropriate. Platinum complexes and solution preparation for MIC assay Cisplatin

• , transplatin, cDPCP, oxaliplatin, K2PtCl4 and cis-PtCl2(CH3CN)2 were purchased from Sigma-Aldrich were used as received. Platinum complexes cis-PtCl2(Py)2 [13][14] and cis-PtCl2(PPh3)2 [15] were prepared according to the reported procedure. For minimal inhibitory concentration (MIC) assays, cisplatin, cDPCP

Oxidative and reductive cyclization in stiff dithienylethenes

• Michael Kleinwächter,
• Ellen Teichmann,
• Lutz Grubert,
• Martin Herder and
• Stefan Hecht

Beilstein J. Org. Chem. 2018, 14, 2812–2821, doi:10.3762/bjoc.14.259

• platinum electrode that resisted further analysis (for a photograph, see Figure S41d, Supporting Information File 1). 4) The absorption spectrum of FP is red-shifted compared to the two open isomers yet blue-shifted compared to the closed isomer (Figure S29b, Supporting Information File 1). 5) Upon

Non-metal-templated approaches to bis(borane) derivatives of macrocyclic dibridgehead diphosphines via alkene metathesis

• Tobias Fiedler,
• Michał Barbasiewicz,
• Michael Stollenz and
• John A. Gladysz

Beilstein J. Org. Chem. 2018, 14, 2354–2365, doi:10.3762/bjoc.14.211

• identical phosphorus atoms. The yield was 10%. The structure has been confirmed by an independent synthesis (detachment of the diphosphine from a platinum complex followed by borane addition) and a crystal structure [6]. Finally, another white powder was obtained. As with the previous oil isolated above

• ·2BH3 matched those reported above. The 13C{1H} NMR spectra (CDCl3, 100 MHz) of in,out-2·2BH3, (in,in/out,out)-2·2BH3, 6·2BH3, and the crude reaction mixture after hydrogenation from Scheme 5 (top); doublets are marked with an asterisk. Syntheses of gyroscope like platinum and rhodium complexes and

Bioinspired cobalt cubanes with tunable redox potentials for photocatalytic water oxidation and CO₂ reduction

• Zhishan Luo,
• Yidong Hou,
• Jinshui Zhang,
• Sibo Wang and
• Xinchen Wang

Beilstein J. Org. Chem. 2018, 14, 2331–2339, doi:10.3762/bjoc.14.208

• /s scan rate in 0.2 M Na2SO4, (b) at a 50 mV/s scan rate in MeCN (0.1 M TBAPF6) under CO2-saturated conditions. The working electrode used was 3 mm diameter glassy carbon electrode, the counter electrode was a platinum foil and the reference electrode was a Ag/AgCl. The activity of 1-R for (a) water

Coordination-driven self-assembly of discrete Ru₆–Pt₆ prismatic cages

• Aderonke Ajibola Adeyemo and
• Partha Sarathi Mukherjee

Beilstein J. Org. Chem. 2018, 14, 2242–2249, doi:10.3762/bjoc.14.199

• –ruthenium(II) clips (1a(NO3)2 and 1b(NO3)2) and a tritopic platinum(II) metalloligand 2 has been performed in methanol at room temperature. The [3 + 2] hexanuclear cages 3a and 3b were isolated in good yields and characterized by well-known spectroscopic techniques including multinuclear NMR, mass

• spectrometry, UV–vis and infrared studies. Geometry optimization revealed the shapes and sizes of these hexanuclear prismatic cages. The combination of ruthenium and platinum metal center in a one-pot self-assembly reaction showcases the construction of aesthetically elegant heterometallic structures in

• supramolecular chemistry leading to the formation of a single major product. Keywords: arene–ruthenium(II); heterometallic cages; platinum metalloligand; self-assembly; supramolecular architectures; Introduction Coordination-driven self-assembly of discrete architectures has evolved as a unique protocol to

Tetrathiafulvalene – a redox-switchable building block to control motion in mechanically interlocked molecules

• Hendrik V. Schröder and
• Christoph A. Schalley

Beilstein J. Org. Chem. 2018, 14, 2163–2185, doi:10.3762/bjoc.14.190

• Figure 27b), donor–acceptor interactions and hydrogen bonding generate a neutral TTF dimer that is surrounded by cofacially oriented bipyridinium units [112]. The intertwined structure is locked by formation of platinum(II)–pyridine coordination bonds. Interestingly, the doubly interlocked catenane

Recent advances in materials for organic light emitting diodes

• Eli Zysman-Colman

Beilstein J. Org. Chem. 2018, 14, 1944–1945, doi:10.3762/bjoc.14.168

• Cebrián and Matteo Mauro review the advances made in platinum(II) complexes for OLEDs [3]. Rebecca Pittkowski and Thomas Strassner report bright blue-to-blue-green phosphorescent platinum(II) complexes employing sterically bulky diketonate ancillary ligands [4]. In addition, Lin Gan et al. describe a new

Direct electrochemical generation of organic carbonates by dehydrogenative coupling

• Tile Gieshoff,
• Vinh Trieu,
• Jan Heijl and
• Siegfried R. Waldvogel

Beilstein J. Org. Chem. 2018, 14, 1578–1582, doi:10.3762/bjoc.14.135

• diamond (BDD) as electrode material has the capability to convert simple aromatic systems by direct C–H activation [21][22][23][24][25][26][27]. In contrast, other typical anode materials such as graphite, glassy carbon, or platinum tend to lead to electrode fouling when applying high positive potentials

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

• square planar platinum(II) complexes bearing π-conjugated chromophoric ligands playing a key role in such respect. In this contribution, the most recent and promising trends in the field of phosphorescent platinum complexes will be reviewed and discussed. In particular, the importance of proper molecular

• ; electroluminescence; OLED; phosphorescence; platinum complexes; Introduction Photoactive TMCs have attracted enormous attention in the last two decades because of their peculiar photophysical and rich redox properties, which make them appealing from both fundamental research and technological applications points of

• including photocatalysis [6], bio-imaging [7][8], and solar-energy conversion [9], just to cite a few. Thompson and Forrest reported in 1998 on the first example of a phosphorescent emitter, namely 2,3,7,8,12,13,17,18-octaethyl-21H,23H-porphyrin platinum(II) (Pt(OEP)), used as dopant for the fabrication of

An overview of recent advances in duplex DNA recognition by small molecules

• Sayantan Bhaduri,
• Nihar Ranjan and
• Dev P. Arya

Beilstein J. Org. Chem. 2018, 14, 1051–1086, doi:10.3762/bjoc.14.93

Polysubstituted ferrocenes as tunable redox mediators

• Sven D. Waniek,
• Jan Klett,
• Christoph Förster and
• Katja Heinze

Beilstein J. Org. Chem. 2018, 14, 1004–1015, doi:10.3762/bjoc.14.86

• (time-dependent) density functional theoretical (TD)-DFT methods. Results and Discussion Electrochemistry of esters 1–4 The esters 1–4 were studied by cyclic and square wave voltammetry in 0.1 M CH2Cl2 solutions of [n-Bu4N][B(C6F5)4], using platinum working and counter electrodes. All esters 1–4 show an

• carried out on a BioLogic SP-50 voltammetric analyzer using a platinum working electrode, a platinum wire as counter electrode, and a 0.01 M Ag/AgNO3 CH3CN electrode as reference electrode. The measurements were carried out at a scan rate of 100 mV s−1 for cyclic voltammetry experiments and 100 mV s−1 for

On the design principles of peptide–drug conjugates for targeted drug delivery to the malignant tumor site

• Eirinaios I. Vrettos,
• Gábor Mező and
• Andreas G. Tzakos

Beilstein J. Org. Chem. 2018, 14, 930–954, doi:10.3762/bjoc.14.80

• with the German Gynecological Oncology Group (AGO) and 3 other centers from Bulgaria on 43 women. The patients had platinum-resistant advanced ovarian cancer, FIGO (Fédération Internationale de Gynécologie et d'Obstétrique) III or IV or recurrent endometrial cancer (EC) and LHRH receptor-positive tumor

Two novel blue phosphorescent host materials containing phenothiazine-5,5-dioxide structure derivatives

• Feng-Ming Xie,
• Qingdong Ou,
• Qiang Zhang,
• Jiang-Kun Zhang,
• Guo-Liang Dai,
• Xin Zhao and
• Huai-Xin Wei

Beilstein J. Org. Chem. 2018, 14, 869–874, doi:10.3762/bjoc.14.73

• the supporting electrolyte. The cyclic voltammograms are shown in Figure 3. Cyclic voltammetry was measured with a glassy carbon working electrode, a platinum wire counter electrode, a saturated Ag/AgCl reference electrode, ferrocenium-ferrocene (Fc+/Fc) as the internal standard and tetrabutylammonium

D–A–D-type orange-light emitting thermally activated delayed fluorescence (TADF) materials based on a fluorenone unit: simulation, photoluminescence and electroluminescence studies

• Lin Gan,
• Xianglong Li,
• Xinyi Cai,
• Kunkun Liu,
• Wei Li and
• Shi-Jian Su

Beilstein J. Org. Chem. 2018, 14, 672–681, doi:10.3762/bjoc.14.55

• %, when assuming the out-coupling efficiency to be 20%. On the other hand, phosphorescent materials could utilize triplet excitons in electroluminescence processes to achieve 100% IQEmax [2][3]. However, the utilization of metals like iridium and platinum, which are expensive and nonrenewable, inevitably

• NMR spectra were measured on a Bruker NMR spectrometer with tetramethylsilane (TMS) as the internal standard. TGA and DSC measurements were performed on a Netzsch TG 209 and a Netzsch DSC 209 under N2, respectively. A CHI600D electrochemical work station with a platinum working electrode and a

• platinum wire counter electrode at a scanning rate of 100 mV s−1 against a Ag/Ag+ (0.1 M of AgNO3 in acetonitrile) reference electrode were utilized for cyclic voltammetry measurements. UV–vis absorption spectra were measured using a HP 8453 spectrophotometer and PL and LTPL spectra were measured with a

Enhanced quantum yields by sterically demanding aryl-substituted β-diketonate ancillary ligands

• Rebecca Pittkowski and
• Thomas Strassner

Beilstein J. Org. Chem. 2018, 14, 664–671, doi:10.3762/bjoc.14.54

• Rebecca Pittkowski Thomas Strassner Physical Organic Chemistry, Technische Universität Dresden, Bergstraße, 01069 Dresden, Germany 10.3762/bjoc.14.54 Abstract Luminescent organometallic platinum(II) compounds are of interest as phosphors for organic light emitting devices. Their emissive

• β-diketonates on the emission properties of C^C* cyclometalated complexes, employing the unsubstituted methyl-phenyl-imidazolium ligand. The quantum yield was significantly enhanced by changing the auxiliary ligand from acetylacetonate, where the corresponding platinum(II) complex shows only a very

• weak emission, to mesityl (mes) or duryl (dur) substituted acetylacetonates. The new complexes show very efficient emission with quantum yields >70% in the sky-blue spectral region (480 nm) and short decay times (<3 μs). Keywords: ancillary ligand; β-diketonates; photoluminescence; platinum(II

Mannich base-connected syntheses mediated by ortho-quinone methides

• Petra Barta,
• Ferenc Fülöp and
• István Szatmári

Beilstein J. Org. Chem. 2018, 14, 560–575, doi:10.3762/bjoc.14.43

• –platinum(II) complexes [94]. Both DNA binding and topoisomerase I inhibition studies proved that the coordination and stabilization of the quinone methide structure can effect marked changes in DNA reactivity. In a recent publication, 3-(aminomethyl)naphthoquinones were investigated from the point of view