TY - JOUR A1 - Schmidt, Bernd A1 - Riemer, Martin A1 - Schilde, Uwe T1 - Chroman-4-ones via microwave-promoted domino claisen rearrangement-oxa-michael addition: Synthesis of tabchromones A and B JF - Synlett : accounts and rapid communications in synthetic organic chemistry N2 - Allyl phenyl ethers with a pendant enone substituent undergo, upon microwave irradiation, a domino sequence of Claisen rearrangement and 6-endo-trig-cyclization to furnish functionalized chroman-4-ones. The natural products tabchromones A and B were synthesized via this method. KW - cyclization KW - Michael addition KW - rearrangement KW - tandem reaction KW - Wacker reaction Y1 - 2014 U6 - https://doi.org/10.1055/s-0034-1379364 SN - 0936-5214 SN - 1437-2096 VL - 25 IS - 20 SP - 2943 EP - 2946 PB - Thieme CY - Stuttgart ER - TY - JOUR A1 - Moskalik, Mikhail Yu. A1 - Astakhova, Vera V. A1 - Schilde, Uwe A1 - Sterkhova, Irina V. A1 - Shainyan, Bagrat A. T1 - Assembling of 3,6-diazabicyclo[3.1.0]hexane framework in oxidative triflamidation of substituted buta-1,3-dienes JF - Tetrahedron KW - Trifluoromethanesulfonamide KW - Arenesulfonamides KW - Cycloaddition KW - 1,3-Dienes KW - 3,6-Diazabicyclo[3.1.0]hexanes KW - X-ray Y1 - 2014 U6 - https://doi.org/10.1016/j.tet.2014.09.050 SN - 0040-4020 VL - 70 IS - 45 SP - 8636 EP - 8641 PB - Elsevier CY - Oxford ER - TY - JOUR A1 - Shainyan, Bagrat A. A1 - Moskalik, Mikhail Yu A1 - Astakhova, Vera V. A1 - Schilde, Uwe T1 - Novel design of 3,8-diazabicyclo[3.2.1]octane framework in oxidative sulfonamidation of 1,5-hexadiene JF - Tetrahedron N2 - 1,5-Hexadiene reacts with trifluoromethanesulfonamide in the oxidative system (t-BuOCl+Nal) to give trans-2,5-bis(iodomethyl)-1-(trifluoromethylsulfonyl)pyrrolidine 5 and 3,8-bis(trifluoromethylsulfonyl)-3,8-diazabicyclo[3.2.1]octane 6. With arenesulfonamides ArSO2NH2 (Ar=Ph, Tol), the reaction stops at the formation of the trans and cis isomers of 2,5-bis(iodomethyl)-1-(arenesulfonyl)pyrrolidine 7 and 8 (1:1). The cis isomers of 7 and 8 do not undergo cyclization to the corresponding 3,8-disubstituted 3,8-diazabicyclo[3.2.1]octanes. The reaction with triflamide represents the first example of one-pot two-step route to 3,8-diazabicyclo[3.2.1]octane system. (C) 2014 Elsevier Ltd. All rights reserved. KW - Trifluoromethanesulfonamide KW - Arenesulfonamides KW - 1,5-Dienes KW - Cycloaddition KW - 3,8-Diazabicyclo[3.2.1]octane KW - X-ray Y1 - 2014 U6 - https://doi.org/10.1016/j.tet.2014.04.095 SN - 0040-4020 VL - 70 IS - 30 SP - 4547 EP - 4551 PB - Elsevier CY - Oxford ER - TY - GEN A1 - Mondal, Suvendu Sekhar A1 - Bhunia, Asamanjoy A1 - Kelling, Alexandra A1 - Schilde, Uwe A1 - Janiak, Christoph A1 - Holdt, Hans-Jürgen T1 - A supramolecular Co(II)₁₄-metal–organic cube in a hydrogen-bonded network and a Co(II)–organic framework with a flexible methoxy substituent N2 - The reaction of 4,5-dicyano-2-methoxyimidazole (L1) with Co(NO3)2·6H2O under solvothermal conditions in DMF, a MOF, IFP-8 and a hydrogen-bonded network consisting of tetradecanuclear Co(II)14-metal organic cube (1) are achieved. 1 shows the bcu net with 14 cobalt atoms. T3 - Zweitveröffentlichungen der Universität Potsdam : Mathematisch-Naturwissenschaftliche Reihe - paper 169 KW - zinc Y1 - 2014 U6 - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:kobv:517-opus4-74098 IS - 169 SP - 5441 EP - 5443 ER - TY - JOUR A1 - Mondal, Suvendu Sekhar A1 - Mueller, Holger A1 - Junginger, Matthias A1 - Kelling, Alexandra A1 - Schilde, Uwe A1 - Strehmel, Veronika A1 - Holdt, Hans-Jürgen T1 - Imidazolium 2-substituted 4,5-dicyanoimidazolate ionic liquids: synthesis, crystal structures and structure-thermal property relationships JF - Chemistry - a European journal N2 - Thirty six novel ionic liquids (ILs) with 1-butyl-3-methylimidazolium and 3-methyl-1-octylimidazolium cations paired with 2-substitited 4,5-dicyanoimidazolate anions (substituent at C2=chloro, bromo, methoxy, vinyl, amino, methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl and phenyl) have been synthesized and characterized by using differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and single-crystal X-ray crystallography. The effects of cation and anion type and structure on the thermal properties of the resulting ionic liquids, including several room temperature ionic liquids (RTILs) are examined and discussed. ILs exhibited large liquid and crystallization ranges and formed glasses on cooling with glass transition temperatures in the range of -22 to -68 degrees C. The effects of alkyl substituents of the imidazolate anion reflected the crystallization, melting points and thermal decomposition of the ILs. The Coulombic packing force, van der Waals forces and size of the anions can be considered for altering the thermal transitions. Three crystal structures of the ILs were determined and the effects of changes to the cations and anions on the packing of the structure were investigated. KW - crystal structures KW - imidazole KW - ion exchange KW - ionic liquids KW - pi-pi stacking Y1 - 2014 U6 - https://doi.org/10.1002/chem.201304934 SN - 0947-6539 SN - 1521-3765 VL - 20 IS - 26 SP - 8170 EP - 8181 PB - Wiley-VCH CY - Weinheim ER - TY - JOUR A1 - Mondal, Suvendu Sekhar A1 - Bhunia, Asamanjoy A1 - Kelling, Alexandra A1 - Schilde, Uwe A1 - Janiak, Christoph A1 - Holdt, Hans-Jürgen T1 - Giant Zn-14 molecular building block in hydrogen-bonded network with permanent porosity for gas uptake JF - Journal of the American Chemical Society N2 - In situ imidazolate-4,5-diamide-2-olate linker generation leads to the formation of a [Zn-14(L2)(12)(O)-(OH)(2)(H2O)(4)] molecular building block (MBB) with a Zn-6 octahedron inscribed in a Zn-8 cube. The MBBs connect by amide-amide hydrogen bonds to a 3D robust supramolecular network which can be activated for N-2, CO2, CH4, and H-2 gas sorption. Y1 - 2014 U6 - https://doi.org/10.1021/ja410595q SN - 0002-7863 VL - 136 IS - 1 SP - 44 EP - 47 PB - American Chemical Society CY - Washington ER - TY - JOUR A1 - Mondal, Suvendu Sekhar A1 - Bhunia, Asamanjoy A1 - Kelling, Alexandra A1 - Schilde, Uwe A1 - Janiak, Christoph A1 - Holdt, Hans-Jürgen T1 - A supramolecular Co(II)(14)- metal-organic cube in a hydrogen-bonded network and a Co(II)-organic framework with a flexible methoxy substituent JF - Chemical communications N2 - The reaction of 4,5-dicyano-2-methoxyimidazole (L1) with Co(NO3)(2.) 6H(2)O under solvothermal conditions in DMF, a MOF, IFP-8 and a hydrogen-bonded network consisting of tetradecanuclear Co(II)(14)-metal organic cube (1) are achieved. 1 shows the bcu net with 14 cobalt atoms. Y1 - 2014 U6 - https://doi.org/10.1039/c3cc49698h SN - 1359-7345 SN - 1364-548X VL - 50 IS - 41 SP - 5441 EP - 5443 PB - Royal Society of Chemistry CY - Cambridge ER - TY - JOUR A1 - Mondal, Suvendu Sekhar A1 - Bhunia, Asamanjoy A1 - Demeshko, Serhiy A1 - Kelling, Alexandra A1 - Schilde, Uwe A1 - Janiak, Christoph A1 - Holdt, Hans-Jürgen T1 - Synthesis of a Co(II)-imidazolate framework from an anionic linker precursor: gas-sorption and magnetic properties JF - CrystEngComm N2 - A Co(II)-imidazolate-4-amide-5-imidate based MOF, IFP-5, is synthesized by using an imidazolate anion-based novel ionic liquid as a linker precursor under solvothermal conditions. IFP-5 shows significant amounts of gas (N-2, CO2, CH4 and H-2) uptake capacities. IFP-5 exhibits an independent high spin Co(II) centre and antiferromagnetic coupling. Y1 - 2014 U6 - https://doi.org/10.1039/c3ce42040j SN - 1466-8033 VL - 16 IS - 1 SP - 39 EP - 42 PB - Royal Society of Chemistry CY - Cambridge ER - TY - JOUR A1 - Winter, Alette A1 - Thiel, Kerstin A1 - Zabel, Andre A1 - Klamroth, Tillmann A1 - Poeppl, Andreas A1 - Kelling, Alexandra A1 - Schilde, Uwe A1 - Taubert, Andreas A1 - Strauch, Peter T1 - Tetrahalidocuprates(II) - structure and EPR spectroscopy. Part 2: tetrachloridocuprates(II) JF - New journal of chemistry N2 - We present and discuss the results of crystallographic and electron paramagnetic resonance (EPR) spectroscopic analyses of five tetrachloridocuprate(II) complexes to supply a useful tool for the structural characterisation of the [CuCl4](2-) moiety in the liquid state, for example in ionic liquids, or in solution. Bis(benzyltriethylammonium)-, bis(trimethylphenylammonium)-, bis(ethyltriphenylphosphonium)-, bis(benzyltriphenylphosphonium)-, and bis(tetraphenylarsonium) tetrachloridocuprate(II) were synthesised and characterised by elemental, IR, EPR and X-ray analyses. The results of the crystallographic analyses show distorted tetrahedral coordination geometry of all [CuCl4](2-) anions in the five complexes and prove that all investigated complexes are stabilised by hydrogen bonds of different intensities. Despite the use of sterically demanding ammonium, phosphonium and arsonium cations to obtain the separation of the paramagnetic Cu(II) centres for EPR spectroscopy no hyperfine structure was observed in the EPR spectra but the principal values of the electron Zeeman tensor, g(parallel to) and g(perpendicular to), could be determined. With these EPR data and the crystallographic parameters we were able to carry out a correlation study to anticipate the structural situation of tetrachloridocuprates in different physical states. This correlation is in good agreement with DFT calculations. Y1 - 2014 U6 - https://doi.org/10.1039/c3nj01039b SN - 1144-0546 SN - 1369-9261 VL - 38 IS - 3 SP - 1019 EP - 1030 PB - Royal Society of Chemistry CY - Cambridge ER -