Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-03-22DOI: 10.1007/s00706-016-1893-5
Radomir Jasiński, Karolina Kula, Agnieszka Kącka, Barbara Mirosław
{"title":"Unexpected course of reaction between (<i>E</i>)-2-aryl-1-cyano-1-nitroethenes and diazafluorene: why is there no 1,3-dipolar cycloaddition?","authors":"Radomir Jasiński, Karolina Kula, Agnieszka Kącka, Barbara Mirosław","doi":"10.1007/s00706-016-1893-5","DOIUrl":"10.1007/s00706-016-1893-5","url":null,"abstract":"<p><strong>Abstract: </strong>Reactions between (<i>E</i>)-2-aryl-1-cyano-1-nitroethenes and diazafluorene lead to acyclic 2,3-diazabuta-1,3-diene derivatives, instead of the expected pyrazoline systems. DFT calculations suggest that this is a consequence of formation of zwitterionic structure in the first stage of the reaction. It must be noted that this is a specific property of the (<i>E</i>)-2-aryl-1-cyano-1-nitroethenes group, in contrast to most other conjugated nitroalkenes.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 5","pages":"909-915"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5387018/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"34954717","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-06-20DOI: 10.1007/s00706-017-1972-2
Christine Artner, Ulrich Schubert
{"title":"Lead-rich carboxylate-substituted titanium-lead oxo clusters.","authors":"Christine Artner, Ulrich Schubert","doi":"10.1007/s00706-017-1972-2","DOIUrl":"https://doi.org/10.1007/s00706-017-1972-2","url":null,"abstract":"<p><strong>Abstract: </strong>The carboxylate-substituted mixed-metal oxo clusters Pb<sub>6</sub>Ti<sub>6</sub>O<sub>9</sub>(acetate)(methacrylate)<sub>17</sub> and Pb<sub>4</sub>Ti<sub>8</sub>O<sub>10</sub>(O<i>i</i>Pr)<sub>18</sub>(acetate)<sub>2</sub> contain a higher number of lead atoms in the cluster core than previously reported compounds. The metal atoms in both clusters are arranged in three layers of different composition, which are connected through oxygen, propionate and/or carboxylate bridges.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 8","pages":"1371-1377"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-1972-2","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35205902","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-07-11DOI: 10.1007/s00706-017-1992-y
Katarzyna Nalazek-Rudnicka, Andrzej Wasik
{"title":"Development and validation of an LC-MS/MS method for the determination of biogenic amines in wines and beers.","authors":"Katarzyna Nalazek-Rudnicka, Andrzej Wasik","doi":"10.1007/s00706-017-1992-y","DOIUrl":"https://doi.org/10.1007/s00706-017-1992-y","url":null,"abstract":"<p><strong>Abstract: </strong>Biogenic amines are group of organic, basic, nitrogenous compounds that naturally occur in plant, microorganism, and animal organisms. Biogenic amines are mainly produced through decarboxylation of amino acids. They are formed during manufacturing of some kind of food and beverages such as cheese, wine, or beer. Histamine, cadaverine, agmatine, tyramine, putrescine, and <i>β</i>-phenylethylamine are the most common biogenic amines found in wines and beers. This group of compounds can be toxic at high concentrations; therefore, their control is very important. Analysis of biogenic amines in alcoholic drinks (beers and wines) was carried out by HPLC-MS/MS after their derivatization with <i>p</i>-toluenesulfonyl chloride (tosyl chloride). The developed method has been applied for analysis of seventeen biogenic amines in twenty-eight samples of lager beers and in twelve samples of different homemade wines (white grape, red grape, strawberry, chokeberry, black currant, plum, apple, raspberry, and quince). The developed method is sensitive and repeatable for majority of the analytes. It is versatile and can be used for the determination of biogenic amines in various alcoholic beverages.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 9","pages":"1685-1696"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-1992-y","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35284001","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2016-11-24DOI: 10.1007/s00706-016-1866-8
Johanna Novacek, Raphaël Robiette, Mario Waser
{"title":"On the origin of the stereoselectivity in chiral amide-based ammonium ylide-mediated epoxidations.","authors":"Johanna Novacek, Raphaël Robiette, Mario Waser","doi":"10.1007/s00706-016-1866-8","DOIUrl":"10.1007/s00706-016-1866-8","url":null,"abstract":"<p><strong>Abstract: </strong>Detailed DFT studies provide an in-depth mechanistic understanding for the use of chiral amide-based ammonium ylides in epoxidation reactions. It is shown that the used chiral auxiliary efficiently shields one face of the ylide, which thus results in an extraordinarily high stereoselectivity giving only one trans-isomer with perfect control of the absolute configuration.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"19 1","pages":"77-81"},"PeriodicalIF":1.7,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5225234/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"85964989","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-07-01DOI: 10.1007/s00706-017-1968-y
Tomasz Majchrzak, Martyna Lubinska, Anna Różańska, Tomasz Dymerski, Jacek Gębicki, Jacek Namieśnik
{"title":"Thermal degradation assessment of canola and olive oil using ultra-fast gas chromatography coupled with chemometrics.","authors":"Tomasz Majchrzak, Martyna Lubinska, Anna Różańska, Tomasz Dymerski, Jacek Gębicki, Jacek Namieśnik","doi":"10.1007/s00706-017-1968-y","DOIUrl":"https://doi.org/10.1007/s00706-017-1968-y","url":null,"abstract":"<p><strong>Abstract: </strong>Oil blending is often used to enhance the properties of vegetable oils. The admixture of a more thermally stable oil makes the resulting blend more suitable for use in frying. A new method of quality assessment of vegetable oils used in frying is presented in this paper. In this method, ultra-fast gas chromatography coupled with flame ionization detector and chemometrics is employed. Principal component analysis was used for data processing. The results obtained with this method were compared with the results of the Rancimat test and sensory evaluation. It is demonstrated that the addition of olive oil improves the stability of rapeseed oil, and also changes its flavour and aroma profile. In addition, it was found that ultra-fast GC coupled with chemometrics is an effective tool for the assessment of the quality of edible oils. The proposed method does not require sample preparation, and the total time of analysis is less than 2 min.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 9","pages":"1625-1630"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-1968-y","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35283997","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-10-19DOI: 10.1007/s00706-017-2036-3
Marini Damanik, Michael Murkovic
{"title":"Formation of potentially toxic carbonyls during oxidation of triolein in the presence of alimentary antioxidants.","authors":"Marini Damanik, Michael Murkovic","doi":"10.1007/s00706-017-2036-3","DOIUrl":"10.1007/s00706-017-2036-3","url":null,"abstract":"<p><strong>Abstract: </strong>A relation between oil uptake and cancer as well as induction of hepatic inflammation was shown earlier. It is discussed that the main oil oxidation products-hydroperoxides and carbonyls-might be the reason for the mentioned diseases. In this manuscript quantitative determination of aldehydes which are formed during oxidation of triolein-as a model substance-using the Rancimat 679 is described. The oxidation of 11 g of triolein is carried out at 120 °C sparging air with a flow of 20 dm<sup>3</sup>/h for 10 h. A series of aliphatic aldehydes starting from hexanal to decanal as well as decenal was identified by LC-MS/MS and quantified as DNPH derivatives. In addition, the total amount of carbonyls was determined. Based on the calibration with hexanal, all other dominant substances were in the similar concentration range with maximum concentrations of 1.6 µmol/cm<sup>3</sup> of hexanal, 2.3 µmol/cm<sup>3</sup> of heptanal, 2.5 µmol/cm<sup>3</sup> of octanal, 3.2 µmol/cm<sup>3</sup> of nonanal, 4.0 µmol/cm<sup>3</sup> of decanal after 6 h. The total amount of carbonyls reached a maximum after 6 h being 27 µmol/cm<sup>3</sup> for triolein without antioxidant. The results of this investigation will be a basis for further toxicological studies on oxidized oils.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 12","pages":"2031-2035"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-2036-3","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35296185","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-03-31DOI: 10.1007/s00706-017-1973-1
Dominik Farka, H Coskun, P Bauer, D Roth, B Bruckner, Petr Klapetek, N Serdar Sariciftci, P Stadler
{"title":"Increase in electron scattering length in PEDOT:PSS by a triflic acid post-processing.","authors":"Dominik Farka, H Coskun, P Bauer, D Roth, B Bruckner, Petr Klapetek, N Serdar Sariciftci, P Stadler","doi":"10.1007/s00706-017-1973-1","DOIUrl":"https://doi.org/10.1007/s00706-017-1973-1","url":null,"abstract":"<p><strong>Abstract: </strong>A stringent limitation in many optoelectronic devices, such as solar cells and light emitting diodes, is the intrinsic need for a transparent electrode. Uniting relevant aspects, indium tin oxide (ITO) is often the material of choice, however, alternatives are sought and being in particular found in conductive polymers. In this work, we present a novel doping strategy to arrive at highly conducting polymeric material based on poly-3,4-ethylenedioxythiophene (PEDOT). Based on commercial high conductivity PEDOT:PSS (Clevios PH 1000), and a post processing with aqueous triflic acid delivers a material that is both transparent and of low resistivity (5.23 × 10<sup>-4</sup> Ω cm). Furthermore, this material retains its conductive character over a large temperature range, indicating metallic behaviour. This is further supported by positive magnetoconductance effects at low temperatures (1.8-10 K) and extended mean free paths of the conduction electrons are observed-evidencing for a metallic state in this polymer.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 5","pages":"871-877"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-1973-1","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"34954715","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2016-10-28DOI: 10.1007/s00706-016-1862-z
Mariola Brycht, Agnieszka Nosal-Wiercińska, Karolina Sipa, Konrad Rudnicki, Sławomira Skrzypek
{"title":"Electrochemical determination of closantel in the commercial formulation by square-wave adsorptive stripping voltammetry.","authors":"Mariola Brycht, Agnieszka Nosal-Wiercińska, Karolina Sipa, Konrad Rudnicki, Sławomira Skrzypek","doi":"10.1007/s00706-016-1862-z","DOIUrl":"10.1007/s00706-016-1862-z","url":null,"abstract":"<p><strong>Abstract: </strong>In this paper, the square-wave adsorptive stripping voltammetric (SWAdSV) determination of the veterinary drug closantel using a renewable silver amalgam film electrode (Hg(Ag)FE) is presented. As observed in SWAdSV, closantel provided one well-shaped reduction peak suitable for analytical purposes at potential ca. -1.4 V in the Britton-Robinson (B-R) buffer at pH 7.0. At optimal conditions, the SWAdSV response of Hg(Ag)FE for determining closantel was linear over two concentration ranges of 5.0 × 10<sup>-8</sup> to 2.0 × 10<sup>-7</sup> mol dm<sup>-3</sup> and 2.0 × 10<sup>-7</sup> to 1.2 × 10<sup>-6</sup> mol dm<sup>-3</sup> with a detection limit of 1.1 × 10<sup>-8</sup> mol dm<sup>-3</sup>. In addition, a relevance of the developed SWAdSV method was successfully verified by the quantitative analysis of closantel in the commercial formulation Closamectin Pour-On with satisfactory results (RSD = 5.8%, recovery = 101.8%). The results showed that the developed procedure can be adequate for screening purposes. Also, the electrochemical behavior of closantel was characterized by cyclic voltammetry, and it was found that closantel exhibited a quasi-reversible behavior with cathodic peak on the forward scan at ca. -1.4 V and anodic peak on the reverse scan at ca. -1.35 V vs. Ag/AgCl in B-R buffer, pH 7.0. As the obtained results showed that the electrode mechanism of closantel is controlled by the adsorption, the effect of adsorption was studied using the electrochemical impedance spectroscopy technique.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 3","pages":"463-472"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-016-1862-z","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"34856866","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-03-08DOI: 10.1007/s00706-017-1933-9
Sebastian F Hoefler, Gregor Trimmel, Thomas Rath
{"title":"Progress on lead-free metal halide perovskites for photovoltaic applications: a review.","authors":"Sebastian F Hoefler, Gregor Trimmel, Thomas Rath","doi":"10.1007/s00706-017-1933-9","DOIUrl":"10.1007/s00706-017-1933-9","url":null,"abstract":"<p><strong>Abstract: </strong>Metal halide perovskites have revolutionized the field of solution-processable photovoltaics. Within just a few years, the power conversion efficiencies of perovskite-based solar cells have been improved significantly to over 20%, which makes them now already comparably efficient to silicon-based photovoltaics. This breakthrough in solution-based photovoltaics, however, has the drawback that these high efficiencies can only be obtained with lead-based perovskites and this will arguably be a substantial hurdle for various applications of perovskite-based photovoltaics and their acceptance in society, even though the amounts of lead in the solar cells are low. This fact opened up a new research field on lead-free metal halide perovskites, which is currently remarkably vivid. We took this as incentive to review this emerging research field and discuss possible alternative elements to replace lead in metal halide perovskites and the properties of the corresponding perovskite materials based on recent theoretical and experimental studies. Up to now, tin-based perovskites turned out to be most promising in terms of power conversion efficiency; however, also the toxicity of these tin-based perovskites is argued. In the focus of the research community are other elements as well including germanium, copper, antimony, or bismuth, and the corresponding perovskite compounds are already showing promising properties.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 5","pages":"795-826"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-1933-9","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"34955283","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Monatshefte Fur ChemiePub Date : 2017-01-01Epub Date: 2017-06-02DOI: 10.1007/s00706-017-1980-2
Felix Biegger, Felix Jungwirth, Michael Stanislaus Seifner, Christoph Rameshan, Sven Barth
{"title":"Aerosol-assisted CVD of thioether-functionalised indium aminoalkoxides.","authors":"Felix Biegger, Felix Jungwirth, Michael Stanislaus Seifner, Christoph Rameshan, Sven Barth","doi":"10.1007/s00706-017-1980-2","DOIUrl":"https://doi.org/10.1007/s00706-017-1980-2","url":null,"abstract":"<p><strong>Abstract: </strong>Thioether-functionalised indium aminoalcoholates have been used as single-source precursors in aerosol-assisted CVD processes. The obtained In<sub>2</sub>O<sub>3-<i>x</i></sub> S <sub><i>x</i></sub> oxysulphide deposits show either a single indium sulphide phase for deposits with high sulphide content [>75% (S/(S + O)) for the <i>t</i>-butyl derivatives] or pronounced phase separation in indium oxide and indium sulphide for lower sulphide content [<62% (S/(S + O)) for the <i>n</i>-butyl derivatives]. In addition to thin films, polycrystalline 1D structures are obtained at slightly modified synthesis conditions. The materials are analysed by EDX, XRD, XPS, SEM, and TEM.</p><p><strong>Graphical abstract: </strong></p>","PeriodicalId":18766,"journal":{"name":"Monatshefte Fur Chemie","volume":"148 8","pages":"1385-1392"},"PeriodicalIF":1.8,"publicationDate":"2017-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1007/s00706-017-1980-2","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"35205903","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}