Published by De Gruyter

Volume 69 Issue 9-10

Issue of Zeitschrift für Naturforschung B

Contents
Journal Overview

Publicly Available March 19, 2015

Structure of Hormaomycin, a Naturally Occurring Cyclic Octadepsipeptide, in the Crystal

Tim Gruene, George M. Sheldrick, Boris D. Zlatopolskiy, Sergei I. Kozhushkov, Armin de Meijere

Page range: 945-949

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Abstract

The structure of hormaomycin has been determined in two crystals grown under different conditions, i. e. in the absence and in the presence of magnesium chloride. In both crystals, the macrocyclic hexadepsipeptide assumes a rather flat conformation, and the dipeptide side chain resides in the same equatorial plane. This is a significant difference in comparison with the compact bent conformation of hormaomycin in solution, as previously determined by an extensive NMR study

Publicly Available March 19, 2015

Synthesis and Crystal Structures of New 1,4-Disubstituted 1,2,4-Triazoline-5-thiones

Gerhard Laus, Volker Kahlenberg, Klaus Wurst, Herwig Schottenberger

Page range: 950-964

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Abstract

Introduction of sulfur into the 5-position of 1,4-disubstituted quaternary 1,2,4-triazolium salts (1-9; Cl, Br, I, BF 4 , PF 6 , CH 3 OSO 3 were used as anions) by two methods was investigated. The syntheses of nine 1,4-disubstituted 1,2,4-triazoline-5-thiones 10-18 are reported (1, 10: R 1 = CH 3 , R 2 = CH 3 ; 2, 11: R 1 = NH 2 , R 2 = CH 3 ; 3, 12: R 1 = NH 2 , R 2 = CH(CH 3 ) 2 ; 4, 13: R 1 = N(CH 3 ) 2 , R 2 = CH 3 ; 5, 14: R 1 = N(CH 3 ) 2 , R 2 = CH(CH 3 ) 2 ; 6, 15: R 1 = CH 3 , R 2 = NH 2 ; 7, 16: R 1 = OCH 2 Ph, R 2 = CH 3 ; 8, 17: R 1 = OCH 2 Ph, R 2 = CH 2 CH 3 ; 9, 18: R 1 = CH 3 , R 2 = CH 2 Ph). Compounds 11-17 represent 1-amino, 4-amino, 4-dimethylamino, and 4-benzyloxy-1,2,4-triazoline-5- thiones, whereas 10 served as a reference compound. Thione 18 was identified as an unexpected by-product in the synthesis of 16 and was also prepared independently. Thermolysis of 10 in air gave 1,4-dimethyl-1,2,4-triazolium hydrogensulfate. Crystal structures of eight 1,4-disubstituted 1,2,4- triazoline-5-thiones were determined by single-crystal X-ray diffraction. Intermolecular hydrogen bonds (C-H···S, C-H···N, N-H···N, N-H···S) were observed in the solid state. The solvent-dependent 1 H NMR chemical shifts of signals of 10 and 13 were satisfactorily correlated with the Kamlet- Abboud-Taft π* and b parameters in ten solvents. From the lack of correlation with the a parameter and from the C=S bond length (average 1.67 Å) a significant contribution of a mesoionic imidazolium-2-thiolate resonance structure seems unlikely

Publicly Available March 19, 2015

Crystal Structure of 2,4-Bis(2,5-dipropyloxyphenyl)-6-phenylpyridine

Angelina Hormaza, Dieter Schollmeyer, Herbert Meier

Page range: 965-968

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Abstract

2,4-Bis(2,5-dipropyloxyphenyl)-6-phenylpyridine (6), obtained by a one-pot reaction of enone 3, ketone 4 and ammonium acetate (5), is characterized by its molecular structure in the crystalline state, which deviates far from planarity. The interplanar angles of the three benzene rings amount up to 46° in relation to the central pyridine ring

Publicly Available March 19, 2015

Synthesis and Pharmacological Activities of Some New 2-[1-Heptyl-3-(4- methoxybenzyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]acetohydrazide Derivatives

Olcay Bekircan, Emre Mentese, Serdar Ulker

Page range: 969-981

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Abstract

In the present investigation, the key intermediate acetohydrazide derivative 5 was synthesized starting from 3-(4-methoxybenzyl)-4-amino-4,5-dihydro-1,2,4-triazol-5-one (1) by a four-step reaction. Thiosemicarbazides 6a-f and arylidenehydrazide derivatives 8a-d were obtained from compound 5. The cyclization of compounds 6a-f in the presence of NaOH resulted in the formation of compounds 7a-f. The compounds were characterized by IR, 1 H NMR, 13 C NMR spectroscopy, elemental analysis and mass spectral studies. The compounds were tested for their anti-lipase, anti-α-glucosidase and anti-mycobacterial activities. Compounds 6b and 8c exhibited excellent anti-lipase activity, and compound 8d showed excellent anti-a-glucosidase activity. Compounds 3 and 4 exhibited good antituberculosis activity

Publicly Available March 19, 2015

PPh₃-Mediated Borylation of Arenediazonium Salts with Bis(pinacolato)diborane

Shuangshuang Chen, Zhangjin Pan, Yan Wang

Page range: 982-986

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Abstract

A metal-free, PPh 3 -mediated borylation reaction of arenediazonium salts with bis(pinacolato)diborane has been developed under mild conditions. The process provides an attractive alternative to the traditional preparation of arylboronates, albeit in moderate yields

Publicly Available March 19, 2015

Compound with Coexisting Mono- and Dinuclear Cu(II) Complexes Hosting a New Water Tape Cluster (H₂O)₂₂

Wei Xu, Yue-Qing Zheng

Page range: 987-994

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Abstract

A new compound containing mono- and dinuclear Cu(II) complexes, [Cu 2 (phen) 2 (H 2 O) 2 (OH) 2 ] [Cu(phen) 2 (CO 3 )] 2 (HCO 3 ) 2 · 22H 2 O] (phen=1,10-phenanthroline), has been prepared and characterized by X-ray diffraction analysis, thermoanalytical techniques and temperature-dependent magnetic susceptibility measurements. The hydroxo-bridged dinuclear [Cu 2 (phen)2(H 2 O) 2 (OH) 2 ] 2+ complex cations and the mononuclear [Cu(phen) 2 (CO 3 )] complex molecules are assembled via π···π stacking interactions into layers. A novel water tape containing (H 2 O) 22 cluster units has been observed in the structure of the title complex. In hydrogen bond interactions HCO 3 - anions act as donor and acceptor to link the water tapes to form an infinite 2D network parallel to (010). According to the magnetic analyses, the coupling interactions in the dinuclear complex cation is ferromagnetic (J=34:5 cm -1 )

Publicly Available March 19, 2015

Darstellung und strukturelle und spektroskopische Charakterisierung der Triiodide [M(12-Krone-4)₂]I₃ mit M = Na und Rb / Preparation and Structural and Spectroscopic Characterization of Triiodides [M(12-Crown-4)₂]I₃ with M= Na and Rb

Zehra Edis, Samir Haj Bloukh

Page range: 995-1002

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Abstract

Reddish-brown crystals of [Na(12-crown-4) 2 ]I 3 (1) and [Rb(12-crown-4) 2 ]I 3 (2) were formed through the reaction of NaI or RbI, I 2 and 12-crown-4 in ethanol. Both structures are triclinic, space group P1 with Z = 2. The lattice parameters are a = 8:505(2), b = 14:280(3), c = 10:695(2) Å and α = 89:86(2)°, β = 80:00(2)° and γ = 85:90(2)°; and a = 10:694(2), b = 11:598(2), c = 12:718(2) Å and α = 71:00(2)°, β = 86:97(2)° and γ = 67:710(10)° for 1 and 2, respectively. Both crystal structures contain one independent complex cation without crystallographic symmetry. The anionic parts of both structures consist of two crystallographically independent, isolated, triiodide anions I 3 - with crystallographic inversion symmetry. The cations are distorted sandwich-like complexes with two 12-crown-4 molecules surrounding the alkali metal atom in the center.

Publicly Available March 19, 2015

Crystal Structure and Magnetic Ordering Transitions in CeNiIn₄, EuNiIn₄ and EuCuIn₄

Walter Schnelle, Reinhard K. Kremer, Rolf-Dieter Hoffmann, Ute Ch. Rodewald, Rainer Pöttgen

Page range: 1003-1009

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Abstract

Polycrystalline CeNiIn 4 was prepared by arc-melting of the elements and subsequent annealing at 970 K in vacuum. EuNiIn 4 and EuCuIn 4 were synthesized from the elements by reactions in sealed tantalum tubes. These indium-rich compounds crystallize with the YNiAl 4 -type structure which was refined for EuCuIn 4 from single-crystal X-ray diffraction data: Cmcm, a=450:04(9), b=1698:7(4), c = 740:2(2) pm, wR2 = 0:0606, 495 F 2 values, 24 variables. The EuCuIn 4 structure is built up from a complex three-dimensional [CuIn 4 ] polyanion (265 - 279 pm Cu-In and 296 - 331 pm In- In) in which the europium atoms occupy distorted hexagonal channels. The Eu-Eu distances within these channels (450 pm) are significantly shorter than the distances between Eu atoms in neighboring channels (552 pm). The magnetic properties and the specific heats of the europium compounds have been investigated. Both europium compounds show the magnetism of divalent Eu ions and antiferromagnetic ordering at low temperatures. EuCuIn 4 is magnetically ordered via a surprisingly complex sequence of three transitions

Publicly Available March 19, 2015

Electronic Structure, Chemical Bonding and Electrochemical Characterization of Li₂CuSn₂ and Li₂AgSn₂

Niels Schirmer, Florian Winter, Samir F. Matar, Andrea Balducci, Rainer Pöttgen

Page range: 1010-1020

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Abstract

Polycrystalline samples of the stannides Li 2 CuSn 2 and Li 2 AgSn 2 were obtained by high-frequency melting of the elements in sealed niobium ampoules in a water-cooled sample chamber. Both stannides crystallize with the tetragonal Li 2 AuSn 2 type, space group I4 1 /amd. They are characterized by three-dimensional [CuSn 2 ] δ- , respectively [AgSn2] δ- networks which leave large channels for the lithium ions. Electronic structure calculations show extensive filling of the transition metal d bands and residual DOS at the Fermi energy, compatible with metallic character. Calculated Bader charges and the course of the crystal orbital overlap population curves fully support the bonding picture of cationic lithium and a covalently bonded polyanionic network with considerable charge transfer to both, transition metal and tin atoms. Electrochemical investigations have indicated that a reversible insertion and extraction of lithium into the stannides is taking place in the voltage range between 0 and 2:5 V vs. Li=Li + . From CV measurements, the diffusion coefficents of Li 2 CuSn 2 and Li 2 AgSn 2 were estimated to be in the order of 10 -14 cm 2 s -1

Publicly Available March 19, 2015

The Structure Elucidation and Antimicrobial Activities of Nonsterol Triterpenoids from Ixeris chinensis

Qing-Hu Wang, Na-Ren-Chao-Ke-Tu Han, Na-Yin-Tai Dai, Xiao-Lan Wu, Wen-Quan Tai, Jie-Si Wu, Rong-Jun Wu

Page range: 1021-1025

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Abstract

An investigation of the petroleum ether extract from Ixeris chinensis Nakai has led to the isolation of a new compound, 3-O-acetyl-22,28-cyclobauer-7-en-3β-ol (1), together with four known compounds which have been isolated from this plant for the first time, namely taraxast-20-en-3β-ol (2), 3-O-acetyl-taraxast-20-en-3β-ol (3), taraxast-20(30)-en-3β-ol (4), and 3-O-acetyl-taraxast-20(30)- en-3β-ol (5). The structures of the isolated compounds have been elucidated on the basis of spectroscopic methods including UV, IR, ESI-MS, 1D NMR, 2D NMR techniques, and by comparison with data reported in the literature. All compounds have been evaluated for their activity against various bacteria and shown to give good results

Publicly Available March 19, 2015

New Mono- and Bisdesmosidic Triterpene Glycosides from Pittosporum angustifolium Lodd

Christian Bäcker, Kristina Jenett-Siems, Karsten Siems, Martina Wurster, Anja Bodtke, Timo H. J. Niedermeyer, Ulrike Lindequist

Page range: 1026-1044

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Abstract

Fifteen new mono- and bisdesmosidic triterpene saponins, named pittangretosides J, K, M, Q- Z, A 1 , and B 1 , along with three known compounds were isolated from the leaves of Pittosporum angustifolium. By spectroscopic, mass spectrometric and chemical evidence, their structures were established as glycosides of A 1 - and R 1 -barrigenol, barringtogenol C and camelliagenin A backbones

Publicly Available March 19, 2015

Synthesis and Structural Characterization of a Cu(II) Coordination Polymer from N¹,N²-Di(pyridin-4-yl)oxalamide

Hai-Wei Kuai, Tao Hu, Ding-Yun Jiang, Yun-Hua Qian, Deng-Hao Li

Page range: 1045-1049

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Abstract

The reaction of Cu(NO 3 ) 2 ·3H 2 O with N 1 ,N 2 -di(pyridin- 4-yl)oxalamide (L) and KSCN in the presence of DMF by the layering method gives rise to a new complex [Cu(L 2 )(SCN) 2 (DMF) 2 ] n (1). Complex 1 has been characterized by single-crystal and powder X-ray diffraction, IR spectroscopy, and elemental and thermogravimetric analyses. It crystallizes in the triclinic system with space group P1̅ and shows a chain structure. Delicate N-H···O hydrogen bonding exists in individual units, and adjacent chains are linked by intermolecular interactions, resulting in an extended 2D network.

Publicly Available March 19, 2015

Ternary Bismuthides Li₃REBi₂ (RE=Ce, Pr, Sm, Gd) with Li₃LaSb₂- type Structure

Florian Winter, Rainer Pöttgen

Page range: 1050-1052

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Abstract

The ternary lithium bismuthides Li 3 REBi 2 (RE=Ce, Pr, Sm, Gd) were synthesized from the elements in sealed niobium ampoules and characterized by powder X-ray diffraction. They crystallize with the Li 3 LaSb 2 -type structure, space group P3̅m1

Publicly Available March 19, 2015

La₃Ir₂ with Rhombohedral Er₃Ni₂- type Structure

Konrad Schäfer, Rainer Pöttgen

Page range: 1053-1056

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Abstract

La 3 Ir 2 is formed upon reaction of the elements at 1273 K in a sealed silica ampoule. The structure was refined from single-crystal X-ray diffractometer data: Er 3 Ni 2 -type structure, R3̅, a=895.26(2), c=1713:01(5) pm, wR=0.0578, 766 F 2 values, 25 variables. The structure is composed of two simple basic building units: slightly distorted La1@La3 6 La2 2 cubes resembling the tungsten structure and Ir 2 @La1 1 La2 2 La3 5 units with an AlB 2 -related coordination (298 pm Ir-Ir in the dumb-bell). Each cube is coordinated by six of the AlB 2 units. The relationship with the U 3 Si 2 -type structure is discussed.

About this journal

Objective
Zeitschrift fuer Naturforschung B (ZNB) publishes novel research in all areas of inorganic chemistry, organic chemistry, and analytical chemistry. In particular, the journal focuses on solid state chemistry, coordination chemistry, main group element chemistry, synthetic organic chemistry, natural product chemistry and, to a lesser extent, on analytical chemistry. For more than 65 years Zeitschrift fuer Naturforschung B has been open to contributions from all fields of experimental and theoretical chemistry. Zeitschrift fuer Naturforschung B publishes 12 issues per volume/year. Sometimes double issues occur.

Topics

Solid state chemistry
Coordination chemistry
Main group element chemistry
Organic chemistry
Natural product chemistry

Article formats
Original (full) papers, research notes and preliminary communications, reports on specific research topics of current interest (reviews)

> Information on submission process

Volume 69 Issue 9-10

Issue of Zeitschrift für Naturforschung B

Structure of Hormaomycin, a Naturally Occurring Cyclic Octadepsipeptide, in the Crystal

Abstract

Synthesis and Crystal Structures of New 1,4-Disubstituted 1,2,4-Triazoline-5-thiones

Abstract

Crystal Structure of 2,4-Bis(2,5-dipropyloxyphenyl)-6-phenylpyridine

Abstract

Synthesis and Pharmacological Activities of Some New 2-[1-Heptyl-3-(4- methoxybenzyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]acetohydrazide Derivatives

Abstract

PPh3-Mediated Borylation of Arenediazonium Salts with Bis(pinacolato)diborane

Abstract

Compound with Coexisting Mono- and Dinuclear Cu(II) Complexes Hosting a New Water Tape Cluster (H2O)22

Abstract

Darstellung und strukturelle und spektroskopische Charakterisierung der Triiodide [M(12-Krone-4)2]I3 mit M = Na und Rb / Preparation and Structural and Spectroscopic Characterization of Triiodides [M(12-Crown-4)2]I3 with M= Na and Rb

Abstract

Crystal Structure and Magnetic Ordering Transitions in CeNiIn4, EuNiIn4 and EuCuIn4

Abstract

Electronic Structure, Chemical Bonding and Electrochemical Characterization of Li2CuSn2 and Li2AgSn2

Abstract

The Structure Elucidation and Antimicrobial Activities of Nonsterol Triterpenoids from Ixeris chinensis

Abstract

New Mono- and Bisdesmosidic Triterpene Glycosides from Pittosporum angustifolium Lodd

Abstract

Synthesis and Structural Characterization of a Cu(II) Coordination Polymer from N1,N2-Di(pyridin-4-yl)oxalamide

Abstract

Ternary Bismuthides Li3REBi2 (RE=Ce, Pr, Sm, Gd) with Li3LaSb2- type Structure

Abstract

La3Ir2 with Rhombohedral Er3Ni2- type Structure

Abstract

PPh₃-Mediated Borylation of Arenediazonium Salts with Bis(pinacolato)diborane

Compound with Coexisting Mono- and Dinuclear Cu(II) Complexes Hosting a New Water Tape Cluster (H₂O)₂₂

Darstellung und strukturelle und spektroskopische Charakterisierung der Triiodide [M(12-Krone-4)₂]I₃ mit M = Na und Rb / Preparation and Structural and Spectroscopic Characterization of Triiodides [M(12-Crown-4)₂]I₃ with M= Na and Rb

Crystal Structure and Magnetic Ordering Transitions in CeNiIn₄, EuNiIn₄ and EuCuIn₄

Electronic Structure, Chemical Bonding and Electrochemical Characterization of Li₂CuSn₂ and Li₂AgSn₂

Synthesis and Structural Characterization of a Cu(II) Coordination Polymer from N¹,N²-Di(pyridin-4-yl)oxalamide

Ternary Bismuthides Li₃REBi₂ (RE=Ce, Pr, Sm, Gd) with Li₃LaSb₂- type Structure

La₃Ir₂ with Rhombohedral Er₃Ni₂- type Structure