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

An alternative to hydrogenation processes. Electrocatalytic hydrogenation of benzophenone

• Cristina Mozo Mulero,
• Alfonso Sáez,
• Jesús Iniesta and
• Vicente Montiel

Beilstein J. Org. Chem. 2018, 14, 537–546, doi:10.3762/bjoc.14.40

• electrocatalytic hydrogenation of benzophenone has not been accomplished using a PEMER yet. This work aims at exploring the electrocatalytic hydrogenation of benzophenone over palladium nanoparticles supported on carbon black based electrode using a PEMER. A nanoparticulate platinum gas diffusion electrode is used

• acted as a working electrode (WE), the counter electrode was a platinum wire and an Ag/AgCl (3.0 M KCl) acted as reference electrode through a Luggin capillary. CV measurements were performed at room temperature and under argon atmosphere. CV curves were recorded between 0.1 and 1.2 V vs Ag/AgCl (3.0 M

The selective electrochemical fluorination of S-alkyl benzothioate and its derivatives

• Shunsuke Kuribayashi,
• Tomoyuki Kurioka,
• Shinsuke Inagi,
• Ho-Jung Lu,
• Biing-Jiun Uang and
• Toshio Fuchigami

Beilstein J. Org. Chem. 2018, 14, 389–396, doi:10.3762/bjoc.14.27

• electrolytic conditions. Electrolysis was performed at a constant current (40 mA) with platinum electrodes (2 cm × 2 cm) in several solvents containing various fluoride salts in an undivided cell at room temperature and current was passed basically until 1a was consumed. The results are summarized in Table 1

• current power supply model 5944 by monitoring electricity with a Hokutodenko Coulomb/Ampere-hour meter HF-201. Cyclic voltammetry measurements Cyclic voltammetry was carried out in 0.1 M Bu4NBF4/MeCN using a glass cell. A platinum disk electrode ( = 0.8 mm) was used as a working electrode. A platinum

• oxidation of a substrate (1 mmol) was carried out in a plastic undivided cell equipped with platinum anode and cathode (2 cm × 2 cm) containing 10 mL of HF salt (20 equiv of F− to substrate/solvent) at room temperature. A constant current (40 mA) was passed until the starting material was mostly consumed

Recent advances on organic blue thermally activated delayed fluorescence (TADF) emitters for organic light-emitting diodes (OLEDs)

• Thanh-Tuân Bui,
• Fabrice Goubard,
• Malika Ibrahim-Ouali,
• Didier Gigmes and
• Frédéric Dumur

Beilstein J. Org. Chem. 2018, 14, 282–308, doi:10.3762/bjoc.14.18

• % for phosphorescent OLEDs [5]. As drawback, triplet emitters are transition-metal complexes mostly based on iridium, platinum and osmium and the scarcity of these metals on Earth, their toxicity and high cost make these materials unsuitable candidates for a mass-production of OLEDs [6]. However

From dipivaloylketene to tetraoxaadamantanes

• Gert Kollenz and
• Curt Wentrup

Beilstein J. Org. Chem. 2018, 14, 1–10, doi:10.3762/bjoc.14.1

• and ethyl esters were determined by X-ray crystallography [19]. The X-ray structure of the Pt(II) chelate of tetramethyl 2,6,9-trioxabicyclo[3.3.1]nona-3,7-diene obtained from tris-acetylacetonato platinum(II) was determined previously [22][23], and the separation of the enantiomers of the free ligand

Structure–property relationships and third-order nonlinearities in diketopyrrolopyrrole based D–π–A–π–D molecules

• Jan Podlesný,
• Lenka Dokládalová,
• Oldřich Pytela,
• Adam Urbanec,
• Milan Klikar,
• Numan Almonasy,
• Tomáš Mikysek,
• Jaroslav Jedryka,
• Iwan V. Kityk and
• Filip Bureš

Beilstein J. Org. Chem. 2017, 13, 2374–2384, doi:10.3762/bjoc.13.235

• ). Electrochemistry Electrochemical measurements of all target compounds were carried out in N,N-dimethylformamide containing 0.1 M Bu4NPF6 in a three electrode cell by cyclic voltammetry (CV) and rotating disk voltammetry (RDV). The working electrode was a platinum disk (2 mm in diameter) for CV and RDV experiments

The effect of milling frequency on a mechanochemical organic reaction monitored by in situ Raman spectroscopy

• Patrick A. Julien,
• Ivani Malvestiti and
• Tomislav Friščić

Beilstein J. Org. Chem. 2017, 13, 2160–2168, doi:10.3762/bjoc.13.216

• Bruker Vertex 70 FT-IR Platinum ATR, while X-ray powder diffraction patterns were collected on a Proto Manufacturing AXRD Benchtop Powder Diffractometer using Ni-filtered Cu Kα radiation. The conversion for each solid-state reaction was evaluated after milling using 1H NMR spectroscopy conducted in CDCl3

Solid-state studies and antioxidant properties of the γ-cyclodextrin·fisetin inclusion compound

• Joana M. Pais,
• Maria João Barroca,
• Maria Paula M. Marques,
• Filipe A. Almeida Paz and
• Susana S. Braga

Beilstein J. Org. Chem. 2017, 13, 2138–2145, doi:10.3762/bjoc.13.212

• continuous mode in the 3.5° ≤ 2θ ≤ 50° interval. TG studies were performed on a Shimadzu TGA-50 thermogravimetric analyzer, using a heating rate of 5 °C min−1, under air atmosphere, with a flow rate of 20 mL min−1. The sample holder was a 5 mm in diameter platinum plate and the sample mass was about 5 mg

An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation

• Carolina S. García,
• Paula M. Uberman and
• Sandra E. Martín

Beilstein J. Org. Chem. 2017, 13, 1717–1727, doi:10.3762/bjoc.13.166

• reactions has been reported, using a phase-transfer agent and focusing on the employment of ultralow catalyst concentrations [45]. Recently, we reported the electrochemical synthesis of stable Pd NPs by using platinum or vitreous carbon electrodes at room temperature via direct electroreduction of aqueous

• -Pd NPs of a mean diameter of 10 nm were obtained using a platinum electrode, characterized as previously reported, and used without additional purification [46][47]. In a previous work the PVP-Pd NPs synthesized using a vitreous carbon electrode were tested on the Mizoroki–Heck reaction with 4-iodo

• the stabilizing agent under solution stirring. The galvanostatic synthesis of Pd NPs was performed by applying to the platinum electrode a current density pulse from 0 to a cathodic value of 150 mA/cm2, during 600 s. Vigorous stirring of the solution (1000 rpm) with a magnetic stirrer was kept during

Oxidative dehydrogenation of C–C and C–N bonds: A convenient approach to access diverse (dihydro)heteroaromatic compounds

• Santanu Hati,
• Ulrike Holzgrabe and
• Subhabrata Sen

Beilstein J. Org. Chem. 2017, 13, 1670–1692, doi:10.3762/bjoc.13.162

• combination of heterogeneous polymer-supported bi-metallic platinum/iridium alloyed nanoclusters and 5,5’,6,6’-tetrahydroxy-3,3,3’,3’-tetramethyl-1,1’-spiro-bisindane (TTSBI) facilitated a one-pot condensation and oxidative dehydrogenation of o-aminobenzylamine to generate quinazoline derivatives 79 under

• dehydrogenation of tetrahydroisoquinolines. Ruthenium-catalyzed polycyclic heteroarenes. Plausible mechanism of the ruthenium-catalyzed dehydrogenation. Bi-metallic platinum/iridium alloyed nanoclusters and 5,5’,6,6’-tetrahydroxy-3,3,3’,3’-tetramethyl-1,1’-spiro-bisindane (TTSBI) for the synthesis of quinazolines

Synthesis of alkynyl-substituted camphor derivatives and their use in the preparation of paclitaxel-related compounds

• M. Fernanda N. N. Carvalho,
• Rudolf Herrmann and
• Gabriele Wagner

Beilstein J. Org. Chem. 2017, 13, 1230–1238, doi:10.3762/bjoc.13.122

• platinum(II). The formed product structures depend not only on the reagents used but also on the substituents attached to the triple bonds. Cycloisomerisations with perfect atom economy lead to polycyclic heterocycles that resemble to some extent the AB ring system of paclitaxel. Herein, we present

• ; platinum; Introduction Enantiomerically pure raw materials, available in a sustainable manner from the natural “chiral pool” [1], offer a convenient entrance for the chemical synthesis of other chiral compounds, e.g., rare natural products and their analogues [2], or chiral catalysts [3][4]. A prominent

• leading to a product resembling paclitaxel to some extent was found in both cases. However, one of the isomers yielded a second product lacking the ring-enlargement step and containing an additional sulphur–oxygen–carbon linkage. The platinum complex of this compound was postulated before as an

Glyco-gold nanoparticles: synthesis and applications

• Federica Compostella,
• Olimpia Pitirollo,
• Alessandro Silvestri and
• Laura Polito

Beilstein J. Org. Chem. 2017, 13, 1008–1021, doi:10.3762/bjoc.13.100

• , hosting methotrexate (MTX), an anticancer drug. The anticancer therapy based on platinum compounds, such as cisplatin, carboplatin and oxaliplatin, has many positive effects on the regression of cancer cell proliferation. Unfortunately these compounds are low tolerated by the organisms, therefore new