Peter Mayer

Ludwig-Maximilians-University of Munich, München, Bavaria, Germany

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Publications (476)1302.11 Total impact

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    ABSTRACT: In the title compound, C 23 H 25 ClO 4 , the cyclohexane ring adopts a chair conformation with the 4-methoxyphenyl substituent in an axial position and the chloro(4-methoxyphenyl)methyl substituent in an equatorial position. The packing features inversion dimers formed by pairs of C—H...O contacts and strands along [100] and [010] established by further C—H...O and C—H...Cl contacts, respectively.
    No preview · Article · Mar 2016
  • Hans-Christian Böttcher · Peter Mayer
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    ABSTRACT: The synthesis and structural characterization of trans-[RhCl(NO)(PtBu2H)2]BF4 (2) is reported. The title compound could easily be prepared in good yields by a kind of “bridge-splitting” reaction of [{Rh(μ-Cl)(PtBu2H)2}2] (1) with an appropriate amount of nitrosonium tetrafluoridoborate in dichloromethane at room temperature. Single crystals of 2 were grown from dichloromethane/diethyl ether and were analyzed by X-ray crystallography.
    No preview · Article · Feb 2016 · Zeitschrift für anorganische und allgemeine Chemie
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    ABSTRACT: In the title compound, C 17 H 18 O 3 , the two non-spiro C atoms of the cyclopropane ring bear a formyl and a phenyl substituent which are trans -oriented. In the crystal, molecules are linked by weak C—H...O and C—H...π contacts resulting in a three-dimensional supramolecular structure.
    Preview · Article · Feb 2016
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    ABSTRACT: The packing of the title compound, C 12 H 9 N 7 ·H 2 O, is dominated by hydrogen bonding and π-stacking. Layers parallel to [010] are established by hydrogen bonds involving all amine donor functions and one of the water donor functions, while the remaining water donor function enables the stacking of the layers along [10-1], which is accompanied by π-stacking. In the molecule, the plane of the central tetrazine ring forms angles of 5.33 (7) and 19.84 (8)° with the adjacent 3-amine-pyridine and pyridine rings, respectively.
    Preview · Article · Feb 2016
  • ARTI CHOUHAN · ASHUTOSH PANDEY · PETER MAYER
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    ABSTRACT: In this study the preparation and characterization of a zinc MOF which gives blue luminescence and photocatalytic activity have been described The reaction of 2cyanopyridine, Zn(NO3)2⋅4H2O and NaN3 yielded a new 3D Zn(II) coordination polymer {(2PTZ)2Zn}n (1), where 2PTZ =5(2pyridyl)tetrazolate via in situ [2 + 3] cycloaddition reaction of the nitrile and the azide. Compound 1 was characterized by elemental analyses, IR spectroscopy, X-ray powder diffraction (XRPD), scanning electron microscopy (SEM) and single-crystal X-ray crystallography. Crystal structure of the compound belongs to monoclinic space group C2/c with Z = 2 In 1 the crosslinkage of the PTZ ligands and Zn(II) atoms forms an infinite 1D chain network. Further the one–dimensional chains are assembled into threedimensional network by hydrogen bonding. Thermal photoluminescence and photocatalytic properties of 1 were also been investigated. Graphical Abstract The reaction of 2-cyanopyridine, Zn(NO3)2·4H2O and NaN3 yielded a new 3D Zn(II) coordination polymer, {(2-PTZ)2Zn}n {2-PTZ = 5-(2-pyridyl)tetrazolate} via in situ [2+3] cycloaddition reaction of the nitrile and the azide. Thermal, photocatalytic properties and photoluminescence of the complex were also investigated.
    No preview · Article · Nov 2015 · Journal of Chemical Sciences
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    ABSTRACT: From X-ray structure analysis, amino twist angles of 90.0o for 2,4-dimethyl-3-(dimethylamino)benzonitrile (mMMD), 82.7o for 4-(di-tert-butylamino)benzonitrile (DTABN), and 88.7o for 6-cyanobenzoquinuclidine (CBQ) are determined, all considerably larger than the 57.4o of 3,5-dimethyl-4-(dimethylamino)benzonitrile (MMD). This large twist leads to lengthening of the amino-phenyl bond, 143.5 pm (mMMD), 144.1 pm (DTABN), 144.6 pm (CBQ), and 141.4 pm (MMD), as compared with 136.5 pm for the planar 4-(dimethylamino)benzonitrile (DMABN). As a consequence, the electronic coupling between the amino and phenyl subgroups in mMMD, DTABN, CBQ, and MMD is much weaker than in DMABN, as seen from the strongly reduced molar absorption coefficients. The fluorescence spectrum of MMD in n-hexane at 25 oC consists of two emissions from a locally excited (LE) and an intramolecular charge transfer (ICT) state, with a fluorescence quantum yield ratio ´(ICT)/(LE) of 12.8. In MeCN, a single ICT emission is found. With mMMD in n-hexane, in contrast, only LE fluorescence is observed, whereas the spectrum in MeCN originates from the ICT state. These differences are also seen from the halfwidths of the overall fluorescence bands, which in n-hexane are larger for MMD than for mMMD, decreasing with solvent polarity for MMD and increasing for mMMD, reflecting the disappearance of LE and the onset of ICT in the overall spectra, respectively. From solvatochromic measurements the dipole moments e(ICT) of MMD (16 D) and mMMD (15 D) are obtained. Femtosecond excited state absorption (ESA) spectra at 22 oC reveal that MMD in n-hexane undergoes a reversible LE⇄ICT reaction, with LE as the precursor, with a forward rate constant ka = 5.6 x 1012 s 1 and a back reaction kd  0.05 x 1012 s-1. With MMD in the strongly polar solvent MeCN, ICT is faster: ka = 10 x 1012 s-1. In the case of mMMD in n-hexane, the ESA spectra show that ICT does not take place, contrary to MeCN, in which ka = 2.5 x 1012 s-1. The ICT reactions with MMD and mMMD are much faster than that of the parent compound DMABN in MeCN, with ka = 0.24 x 1012 s-1. Because of the very short ICT reaction times of 180 fs (MMD, n-hexane), 100 fs (MMD, MeCN) and 400 fs (mMMD, MeCN), it is clear that the picosecond fluorescence decays of these systems appear to be single exponential, due to the insufficient time resolution of 3 ps. It is concluded that the faster LE  ICT reaction of MMD as compared with DMABN (ka = 0.24 x 1012 s-1 in MeCN) is caused by a smaller energy gap E(S1,S2) between the lowest singlet excited states and not by the large amino twist angle. Similarly, the larger E(S1,S2) of mMMD as compared with MMD is held responsible for its smaller ICT efficiency (no reaction in n-hexane).
    No preview · Article · Nov 2015 · The Journal of Physical Chemistry A
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    ABSTRACT: Several phosphonium and ammonium triarylborohydrides, which are intermediates in hydrogenation reactions catalyzed by frustrated Lewis pairs, were synthesized in high yield under mild conditions from triaryl boranes, ammonium or phosphonium halides, and triethylsilane. The kinetics and mechanisms of the reactions of these hydridoborate salts with benzhydrylium ions, iminium ions, quinone methides, and Michael acceptors were investigated, and their nucleophilicity was determined and compared with that of other hydride donors.
    No preview · Article · Oct 2015 · Angewandte Chemie International Edition
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    ABSTRACT: The crystal structures of 1,2-diiodoolefins are governed by extensive halogen bonding involving I...I, I...O and I...C interactions. These interactions are discussed considering nine new crystal structures determined in our laboratory and several additional crystal structures from the literature that complement our data.
    Full-text · Article · Sep 2015 · New Journal of Chemistry
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    ABSTRACT: Astellatol and nitidasin belong to a subset of sesterterpenoids that share a sterically encumbered trans-hydrindane motif with an isopropyl substituent. In addition, these natural products feature intriguing polycyclic ring systems, posing significant challenges for chemical synthesis. Herein, the evolution of our stereoselective strategy for isopropyl trans-hydrindane sesterterpenoids is detailed. These endeavors included the synthesis of several building blocks, enabling studies toward all molecules of this terpenoid subclass, and of advanced intermediates of our initial route toward a biomimetic synthesis of astellatol. These findings provided the basis for a second-generation and a third-generation approach toward astellatol that eventually culminated in the enantioselective total synthesis of (-)-nitidasin. In particular, a series of substrate-controlled transformations to install the ten stereogenic centers of the target molecule was orchestrated and the carbocyclic backbone was forged in a convergent fashion. Furthermore, the progress toward the synthesis of astellatol is disclosed and insights into some observed yet unexpected diastereoselectivities by detailed quantum-mechanical calculations are provided. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
    No preview · Article · Aug 2015 · Chemistry - A European Journal

  • No preview · Article · Aug 2015
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    ABSTRACT: Eight substituted aryl(indol-3-yl)methylium tetrafluoroborates 3(a-h)-BF4 and three bis(indol-3-yl)methylium tetrafluoroborates 3(i-k)-BF4 have been synthesized and characterized by NMR spectroscopy and X-ray crystallography. Their reactions with π-nucleophiles 8(a-j) (silylated enol ethers, and ketene acetals) were studied kinetically using photometric monitoring at 20 °C. The resulting second-order rate constants were found to follow the correlation log k (20 °C) = sN(N + E), in which nucleophiles are characterized by the two solvent-dependent parameters N and sN, and electrophiles are characterized by one parameter, E. From the previously reported N and sN parameters of the employed nucleophiles, and the measured rate constants, the electrophilicities of the indol-3-ylmethylium ions 3(a-k) were derived and used to predict potential nucleophilic reaction partners. A discrepancy between published rate constants for the reactions of morpholine and piperidine with the (2-methylindol-3-yl)phenylmethylium ion 3h and that calculated from E, N and sN was analyzed and demonstrated to be due to a mistake of the value reported in the literature.
    No preview · Article · Jul 2015 · The Journal of Organic Chemistry
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    ABSTRACT: A convenient synthesis of cyclometalated complexes [{Rh(μ-Cl)(C N)2}2] [C N = ppy, 2-phenylpyridinato (2); C N = ptpy, 2-(p-tolyl)pyridinato (3); 4-Clppy = 4-chloro-2-phenylpyridinato (4)] at room temperature is described. The compounds were obtained by the oxidative addition reaction of the corresponding 2-phenylpyridines to [{Rh(μ-Cl)(coe)2}2] (1) (coe = cis-cyclooctene) in dichloromethane solution. The rate of the reaction seems to depend on the electronic influence of the substituents on the phenyl rings of the corresponding 2-phenylpyridines. The analogous iridium complex of 1 reacted markedly only at higher temperatures in suitable solvents under cyclometalation. The molecular structure of the new compound 4 was additionally confirmed by an X-ray diffraction study.
    No preview · Article · Jul 2015 · Zeitschrift für anorganische Chemie
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    ABSTRACT: Aryl sulfonamides are a widely used drug class for the inhibition of carbonic anhydrases. In the context of our program of photochromic pharmacophores we were interested in the exploration of azobenzene-containing sulfonamides to block the catalytic activity of human carbonic anhydrase II (hCAII). Herein, we report the synthesis and in vitro evaluation of a small library of nine photochromic sulfonamides towards hCAII. All molecules are azobenzene-4-sulfonamides, which are substituted by different functional groups in the 4´-position and were characterized by X-ray crystallography. We aimed to investigate the influence of electron-donating or electron-withdrawing substituents on the inhibitory constant K i. With the aid of an hCAII crystal structure bound to one of the synthesized azobenzenes, we found that the electronic structure does not strongly affect inhibition. Taken together, all compounds are strong blockers of hCAII with K i = 25-65 nM that are potentially photochromic and thus combine studies from chemical synthesis, crystallography and enzyme kinetics.
    No preview · Article · Jul 2015 · Beilstein Journal of Organic Chemistry
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    ABSTRACT: In the crystal, molecules of the centrosymmetric title compound, C 12 H 4 Br 2 F 4 N 2 , are linked into strands along [011] by weak C—H...F contacts. Furthermore, the molecules are π–π stacked with perpendicular ring distances of 3.4530 (9) Å.
    Preview · Article · Jul 2015
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    Arti Chouhan · Peter Mayer · Ashutosh Pandey
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    ABSTRACT: The metal organic framework compound, bis[5-(2-pyridyltetrazolato)]diaquazinc(II) [(2-PTZ)2Zn(H2O)2], has been synthesized by the reaction of 2-cyanopyridine, Zn(NO3)2.4H2O and NaN3 via both microwave assisted and conventional hydrothermal processes. The product obtained by the microwave process shows needle-like morphology, while that obtained by the conventional process shows rhombohedral morphology. The MOFs are characterised by scanning electronic microscopy, BET surface area analysis, room temperature photoluminescence and UV-vis spectroscopy. IR spectroscopy and single-crystal X-ray crystallographic studies of the MOF obtained by the microwave process have also been carried out. The average crystallite sizes of the two products, as determined by powder X-ray diffraction are found to be 72 nm and 26 nm respectively. Band gaps of the MOFs calculated by using the Tauc plots are 2.8 and 3.1 eV respectively. Their photocatalytic behavior using methylene blue under UV-vis irradiation has been investigated.
    Full-text · Article · Jul 2015 · Indian Journal of Chemistry Section a
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    ABSTRACT: Reaction of [{Ir(μ-Cl)(coe)2}2] (1; coe = cis-cyclooctene) with 4 equiv. of PtBu2Ph in CH2Cl2 at ambient temperature resulted in oxidative addition of one phosphane ligand affording the known cyclometalated IrIII complex [IrCl(H)(PtBu2C6H4-κ2P,C)(PtBu2Ph)] (2) in high yield. Compound 2 exhibits a coordinatively unsaturated five-coordinate 16 VE species, and its reactivity towards strong π-acceptor ligands is investigated. Reaction of 2 with CO resulted in addition of the CO ligand and inversion of cyclometalation to give known IrI complex trans-[IrCl(CO)(PtBu2Ph)2] (3). In a similar manner, 1 reacted with nitrosonium tetrafluoridoborate affording the new complex salt [IrCl(NO)(PtBu2Ph)2][BF4] (4), which is isoelectronic with 3. Compounds 2 and 4 were characterized by spectroscopic methods as well as by X-ray crystallography confirming their molecular structures.
    No preview · Article · Jun 2015 · Berichte der deutschen chemischen Gesellschaft
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    ABSTRACT: In the title compound, [CuCl2(C7H7NO2)2], the square-planar-coordinated CuII ion lies on a centre of symmetry and is bonded to two monodentate methyl­isonicotinate ligands through their N atoms and by two chloride ligands. The mol­ecules pack in a herringbone pattern. Perpendicular to [100] there are weak inter­molecular C-HCl and C-HO contacts. Along [100] there are infinite chains of edge-sharing octa­hedra linked through the chlorido ligands
    Preview · Article · May 2015
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    ABSTRACT: Two new Cu(II) complexes were synthesized from Cu(NO 3) 2 Á3H 2 O and salan ligands, H 2 [H 4 ]L 1 and H 2 [H 4 ]L 2 (H 2 [H 4 ]L 1 = N,N 0 -bis(o-hydroxybenzyl)-1,2-diaminocyclohexane; H 2 [H 4 ]L 2 = N,N 0 -bis(o-hydroxybro-mobenzyl)1,2-diaminocyclohexane). They were character-ized by various spectroscopic methods and structures of the complexes determined by X-ray diffraction analyses. Interestingly, H 2 [H 4 ]L 1 coordinates to copper centers as monoanionic in a tetradentate mode in complex 1, [Cu(H[H 4 ]L 1)] 2 Á2NO 3 Á2H 2 O, whereas H 2 [H 4 ]L 2 behaves as a dianionic ligand in complex 2, [Cu([H 4 ]L 2)] 2 Á0.4H 2 O, via the O,N,N 0 ,O 0 -donor atoms. The asymmetric unit in the complexes is dimerized about a center of inversion by asymmetric bridging of the phenoxide-O atom between two metal centers. The electronic spectra studies of the complexes in various solvents with different coordination numbers proved the stability of the dinuclear complexes in solvents other than DMSO and DMF. Complexes 1 and 2 showed high catalytic activities with good-to-excellent selectivities in the oxidation of olefins, benzyl alcohol and ethyl benzene with H 2 O 2 in acetonitrile. A probable mechanism is discussed.
    Full-text · Article · Feb 2015 · Transition Metal Chemistry
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    ABSTRACT: Two new Cu(II) complexes were synthesized from Cu(NO3)2·3H2O and salan ligands, H2[H4]L1 and H2[H4]L2 (H2[H4]L1 = N,N′-bis(o-hydroxybenzyl)-1,2-diaminocyclohexane; H2[H4]L2 = N,N′-bis(o-hydroxybromobenzyl)1,2-diaminocyclohexane). They were characterized by various spectroscopic methods and structures of the complexes determined by X-ray diffraction analyses. Interestingly, H2[H4]L1 coordinates to copper centers as monoanionic in a tetradentate mode in complex 1, [Cu(H[H4]L1)]2·2NO3·2H2O, whereas H2[H4]L2 behaves as a dianionic ligand in complex 2, [Cu([H4]L2)]2·0.4H2O, via the O,N,N′,O′-donor atoms. The asymmetric unit in the complexes is dimerized about a center of inversion by asymmetric bridging of the phenoxide-O atom between two metal centers. The electronic spectra studies of the complexes in various solvents with different coordination numbers proved the stability of the dinuclear complexes in solvents other than DMSO and DMF. Complexes 1 and 2 showed high catalytic activities with good-to-excellent selectivities in the oxidation of olefins, benzyl alcohol and ethyl benzene with H2O2 in acetonitrile. A probable mechanism is discussed.
    No preview · Article · Feb 2015 · Transition Metal Chemistry

  • No preview · Article · Feb 2015 · ChemInform

Publication Stats

6k Citations
1,302.11 Total Impact Points

Institutions

  • 2001-2015
    • Ludwig-Maximilians-University of Munich
      • • Department of Chemistry
      • • Faculty of Chemistry and Pharmacy
      • • Department of Biochemistry
      München, Bavaria, Germany
  • 2000-2015
    • Technische Universität München
      • Department of Biochemistry
      München, Bavaria, Germany
  • 2000-2014
    • University Hospital München
      München, Bavaria, Germany
  • 2007
    • Universitätsklinikum Jena
      Jena, Thuringia, Germany
    • University of Rostock
      • Inorganic Chemistry
      Rostock, Mecklenburg-Vorpommern, Germany
  • 2005
    • Nelson Mandela Metropolitan University
      • Department of Chemistry
      Port Elizabeth, Eastern Cape, South Africa
  • 2003
    • Dongguk University
      • Department of Chemistry
      Sŏul, Seoul, South Korea