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1.
Józef Oleksyszyn Ewa Gruszecka Paweł Kafarski Przemysław Mastalerz 《Monatshefte für Chemie / Chemical Monthly》1982,113(1):59-71
Preparation of the phosphonic analogs of -methylaspartic (4 a–d), glutamic (7 a–b) and -methylpyroglutamic (5 a–b) acids by aminoalkylation of trivalent phosphorus chlorides with ethyl esters of oxoalkyloacids and benzyl carbamate is described. The phosphonic analogs of pyroglutamic acid (8 a–b) was obtained by the cyclization of the corresponding esters (9 a–b). The stability of the phosphonic analogs of pyroglutamic acid in acidic and alkaline media was also studied.
Die Herstellung von neuen Phosphonanalogen der Asparagin- und Glutaminsäure in der Reaktion von trivalenten Phosphorchloriden mit Ethyl-acetyloacetat oder Ethyl-lävulinat bzw. Benzylcarbaminat
Zusammenfassung Es wurde die Darstellung der Phosphonanalogen der -Methylasparaginsäure (4 a–d), Glutamin- (7 a–b) und -Methylpyroglutaminsäure (5 a–b) in der Reaktion der trivalenten Phosphorchloride und der Oxoalkansäureethylester sowie des Benzylcarbaminats beschrieben. In der Ringschlußreaktion der Ester (9 a–b) erhält man Phosphonanaloge der Pyroglutaminsäure. Die Stabilität der Analogen der Pyroglutaminsäure wurde in sauren und alkalischen Medien geprüft.相似文献
2.
Jochen C. Lauer Dr. Avinash S. Bhat Chantal Barwig Nathalie Fritz Tobias Kirschbaum Dr. Frank Rominger Prof. Dr. Michael Mastalerz 《Chemistry (Weinheim an der Bergstrasse, Germany)》2022,28(51):e202201527
The pollution of groundwater with nitrate is a serious issue because nitrate can cause several diseases such as methemoglobinemia or cancer. Therefore, selective removal of nitrate by efficient binding to supramolecular hosts is highly desired. Here we describe how to make [2+3] amide cages in very high to quantitative yields by applying an optimized Pinnick oxidation protocol for the conversion of corresponding imine cages. By NMR titration experiments of the eight different [2+3] amide cages with nitrate, chloride and hydrogen sulfate we identified one cage with an unprecedented high selectivity towards nitrate binding vs. chloride (S=705) or hydrogensulfate (S>13500) in CD2Cl2/CD3CN (1 : 3). NMR experiments as well as single-crystal structure comparison of host-guest complexes give insight into structure-property-relationships. 相似文献
3.
Mattes Holsten Sarah Feierabend Dr. Sven M. Elbert Dr. Frank Rominger Dr. Thomas Oeser Prof. Dr. Michael Mastalerz 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(36):9383-9390
One of the most applied reaction types to synthesize shape-persistent organic cage compounds is the imine condensation reaction and it is assumed that the formed cages are thermodynamically controlled products due to the reversibility of the imine condensation. However, most of the synthesized imine cages reported are formed as precipitate from the reaction mixture and therefore rather may be kinetically controlled products. There are even examples in literature, where resulting cages are not soluble at all in common organic solvents to characterize or study their formation by NMR spectroscopy in solution. Here, a triptycene triamine containing three solubilizing n-hexyloxy chains has been used to synthesize soluble congeners of prior insoluble cages. This allowed us to study the formation as well as the reversibility of cage formation in solution by investigating exchange of building blocks between the cages and deuterated derivatives thereof. 相似文献
4.
Lucas Ueberricke Dr. Bahiru Punja Benke Tobias Kirschbaum Dr. Sebastian Hahn Dr. Frank Rominger Prof. Dr. Uwe H. F. Bunz Prof. Dr. Michael Mastalerz 《Chemistry (Weinheim an der Bergstrasse, Germany)》2021,27(6):2043-2049
A six-step synthesis towards a tribenzotriquinacene (TBTQ) bearing three quinoxalinophenanthrophenazine (QPP) units is presented. The optoelectronic properties are investigated and the effect of the three-dimensional arrangement of the individual QPP planes is examined using optical spectroscopy, electrochemical analysis and quantum-chemical calculations. 相似文献
5.
Jochen C. Lauer Ziwei Pang Paul Janßen Dr. Frank Rominger Tobias Kirschbaum Prof. Dr. Marcus Elstner Prof. Dr. Michael Mastalerz 《ChemistryOpen》2020,9(2):183-190
Three shape-persistent [4+4] imine cages with truncated tetrahedral geometry with different window sizes were studied as hosts for the encapsulation of tetra-n-alkylammonium salts of various bulkiness. In various solvents the cages behave differently. For instance, in dichloromethane the cage with smallest window size takes up NEt4+ but not NMe4 + , which is in contrast to the two cages with larger windows hosting both ions. To find out the reason for this, kinetic experiments were carried out to determine the velocity of uptake but also to deduce the activation barriers for these processes. To support the experimental results, calculations for the guest uptakes have been performed by molecular mechanics’ simulations. Finally, the complexation of pharmaceutical interested compounds, such as acetylcholine, muscarine or denatonium have been determined by NMR experiments. 相似文献
6.
The Institute for Chemical Processing of Coal in Zabrze, Poland, organized a proficiency testing round to determine the mass fraction of ash, total sulfur and total carbon and the value of gross calorific value. Forty-four participants from Polish heat and power plants, research entities and independent laboratories reported results. The performance of the participants was evaluated using z and E n scores. Over 85 % of the participants reported satisfactory results indicating the high level of proficiency of the Polish laboratories in the field. 相似文献
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