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  • 1
    Online Resource
    Online Resource
    Berlin, Heidelberg :Springer Berlin / Heidelberg,
    Keywords: Carbon compounds. ; Electronic books.
    Description / Table of Contents: With contributions by numerous experts.
    Type of Medium: Online Resource
    Pages: 1 online resource (234 pages)
    Edition: 1st ed.
    ISBN: 9783540494515
    Series Statement: Topics in Current Chemistry Series ; v.201
    Language: English
    Note: Intro -- Carbon Rich Compounds II Macrocyclic Oligoacetylenes and Other Linearly Conjugated Systems -- Volume Editor -- Preface -- Contents -- Macrocyclic Structurally Homoconjugated Oligoacetylenes: Acetylene- and Diacetylene-Expanded Cycloalkanes and Rotanes -- Introduction -- [n]Pericyclines -- Synthetic Routes to [n]Pericyclines -- En Route to Perspirocyclopropanated [n]Pericyclines -- Heterocyclic Analogues of [n]Pericyclines -- Structural Features of [n]Pericyclines and the Quest for Homoconjugation as well as Homoaromaticity -- Chemical Properties of [n]Pericyclines and Analogues -- Acetylene-Expanded [n]Pericyclines and Butadiyne- Expanded [n]Rotanes -- Synthetic Routes to Expanded [n]Pericyclines and Butadiyne-Expanded [n]Rotanes -- Mixed Oligoyne-Diyne Macrocycles -- Structural Features and the Quest for Homoconjugation in Expanded [n]Pericyclines and "Exploded" [n]Rotanes -- Thermodynamic Stabilities and Chemical Transformations -- Perspectives -- References -- Cyclic and Linear Acetylenic Molecular Scaffolding -- Introduction -- The Cyclo[n]carbons -- Theoretical consideration -- The Transition-Metal Route to Cyclocarbons -- The Carbon Oxide Route to Cyclocarbons -- Cycloreversion Routes to Cyclocarbons -- Cyclo-C18 by Retro-Diels-Alder Reaction -- Cyclocarbons by [ 2 + 2] Cycloreversion -- Tetraethynylethene (TEE)molecular scaffolding -- Macrocyclic TEE Architecture -- Perethynylated Dehydroannulene -- Perethynylated Expanded Radialenes -- Molecular Wires: Oligomers and Polymers with the Poly(triacetylene) (PTA) Backbone -- Donor-Acceptor Substituted Tetraethynylethenes -- Preparation, Physical Properties, and Photochemical trans®cis Isomerization -- Structure-Property Relationships in Nonlinear Optical Tetraethynylethenes -- Conclusions -- References -- Macrocyclic Oligo(phenylacetylenes) and Oligo(phenyldiacetylenes). , Introduction -- Historical Perspectives -- Phenylacetylenes -- Ortho -- Meta -- Para -- Mixed -- Phenyldiacetylenes -- Ortho -- Meta -- Para -- Mixed -- Phenyltriacetylenes -- Phenyltetraacetylenes -- Phenyloligoacetylenes -- Conclusion -- References -- Note Added in Proof -- Carbon-Rich Molecular Objects from Multiply Ethynylated < -- pi> -- -Complexes -- Introduction -- Syntheses of Diethynylated p-Complexes -- Cyclopentadienyl Complexes -- Cyclobutadiene Complexes -- Linear Oligomers and Homopolymers -- Star-Shaped Perethynylated p-Complexes -- Stepwise Construction of Tetraethynylated Cyclobutadienes -- The One-Pot Procedure to Perethynylated p-Complexes -- Stability Considerations -- Novel Organometallic Dehydroannulenes [42] -- Syntheses -- Coupling Propensities of Diethynylated p-Complexes -- Conclusions -- Acknowledgments -- References -- Oligo- and Polyarylenes, Oligo- and Polyarylenevinylenes -- Introduction -- Oligo- and Polyarylenes -- Oligo- and Poly(para-phenylene) -- Ladder-Type Oligo- and Poly(para-phenylene)s -- Phenylene-Type Dendrimers and Hyperbranched Polymers -- Other Oligo- and Polyarylenes -- Oligo- and Polyarylenevinylenes -- Poly(para-phenylenevinylene)s via Polymerization Methods -- Oligo- and Polyphenylenevinylenes via Polycondensation Methods -- Other Oligo- and Polyarylenevinylenes -- Ladder-Type Poly(para-phenylene-cis-vinylene)s -- Conclusion -- References -- Author Index Volume 201.
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  • 2
    Online Resource
    Online Resource
    Berlin, Heidelberg :Springer Berlin / Heidelberg,
    Keywords: Carbon compounds. ; Electronic books.
    Type of Medium: Online Resource
    Pages: 1 online resource (238 pages)
    Edition: 1st ed.
    ISBN: 9783540696919
    Series Statement: Topics in Current Chemistry Series ; v.196
    DDC: 546.6812
    Language: English
    Note: Intro -- Carbon Rich Compounds I -- Volume Editors -- Preface -- Contents -- Design of Novel Aromatics Using the Loschmidt Replacement on Graphs -- Introduction -- Nature of the Graph -- From Graph to Molecule by Loschmidt Replacement -- Linear and Branched Structures -- Monocyclic Structures -- Polycyclic Structures -- Platonic Structures -- Topological Structures -- Extending the Point Replacement Idea: Bigraphs -- Conclusions -- References -- Modern Routes to Extended Aromatic Compounds -- Introduction -- Synthesis of PAHs by Thermal Conversions -- Cyclodehydrogenation and Related Reactions -- Sulfone Pyrolysis -- Carbene Insertion Reactions -- Thermal Rearrangements of Carbon Skeletons -- Photocyclization Reactions of Stilbene Type Compounds -- Aryl-Aryl Coupling and Condensation Reactions -- Reductive Coupling Reactions -- Aryl-Aryl Coupling Reactions -- Additional Reductive Coupling Reactions for the Synthesis of PAHs -- Oxidative Aryl-Aryl Coupling and Condensation Reactions -- Intermolecular Reactions -- Intramolecular Reactions -- Intermolecular Cross Coupling Reactions between Aromatic Electrophiles and Nucleophiles -- Oxazoline Coupling (Meyer's Coupling) -- Transition Metal Catalyzed Grignard Coupling Reactions -- Suzuki and Stille Coupling -- Silicon Reagents -- Heck-Type Reactions -- [2 + 2 + 2] Cyclotrimerization Reactions of Alkynes and Arynes -- Modern Diels-Alder Reactions -- Directed Electrophilic Cyclization Reactions -- Miscellaneous -- Centrohexaindane -- Anions of PAHs as Synthetic Precursors -- Ring Transformations of Heterocyclic Compounds -- The Dötz Reaction -- References -- Carbon Rich Cyclophanes with Unusual Properties - an Update -- Introduction -- Unusual Molecules with Cyclophane Substructures -- Extended Orthogonal p-Systems -- Rigid Ladder Polymers with [2.2]Paracyclophane Subunits. , Cyclophynes and Other Large Cyclophanes -- Belt- and Cage-shaped Cyclophanes -- Short-Bridge and Strained Cyclophanes -- Cylophanes as Ligands for Metal-Ion Coordination -- Platinum and Zirconium Complexes of [2.2]Paracyclophane-1-yne -- Oligonuclear Metal Complexes with Cyclophane Ligands -- Chiral Cyclophanes as Auxiliaries and Ligands for Asymmetric Catalysis -- Cyclophanes in Photochemistry -- Double-Layered Chromophores Derived from [2.2]Paracyclophane -- Topological Reaction Control in Solution -- Photolysis of [2.2]Paracyclophane-1,10-dione -- Perspectives -- References -- Unsaturated Oligoquinanes and Related Systems -- Introduction -- Fulvene (C6H6) and Related Systems -- Fulvene and Substituted Fulvene Hydrocarbons -- Heteroanalogous Fulvene Derivatives -- Pentalene (C8H6) and Related Systems -- Pentalene and Substituted Pentalene Hydrocarbons -- Dilithium Pentalenediide -- Pentalene Metal Complexes -- Acepentalene (C10H6) and Related Unsaturated Triquinane Derivatives -- Triquinacene (C10H10) and Related Systems -- Azatriquinacene (C9H9N) -- Potential Acepentalene Precursors and the Elusive Acepentalene -- Generation of Acepentalene (C10H6) -- Dilithium Acepentalenediide and Other Metal Complexes of Acepentalene -- Dicyclopenta[cd,gh]pentalene (C12H6) and Related Systems -- Dicyclopenta[cd,gh]pentalene and Other Unsaturated Tetraquinanes -- Octahedrane (C12H12) -- Higher Unsaturated Oligoquinanes -- Unsaturated C20-Dodecahedranes -- References -- The Centropolyindanes and Related Centro-Fused Polycyclic Organic Compunds -- Introduction -- Indane as a Building Block for Three-Dimensional Ring Systems -- Regular Centropolyindanes -- Irregular Centropolyindanes -- A Contrast: Polyindanes with Planar or Quasi-Planar Frameworks -- Diindanes: Recent Advances -- Centrotriindanes and Related Systems. , Mono-fuso-centrotriindanes: Triptindanes and Related Benzoannelated Propellanes -- Di-fuso-centrotriindanes and Their Derivatives -- Tri-fuso-centrotriindanes: Tribenzotriquinacenes, Tribenzodihydroacepentalenes and Related Polycycles -- Centrotetraindanes -- Tri-fuso-centrotrindane -- Tetra-fuso-centrotetraindane (Fenestrindane) and Related Benzoannelated Fenestranes -- Bridgehead-Substituted Fenestrindanes -- Centropentaindane -- Centrohexaindane -- Miscellaneous Derivatives of Centropolyindanes -- Conclusion -- References -- Author Index Volumes 151-196.
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  • 3
    Online Resource
    Online Resource
    Berlin, Heidelberg :Springer Berlin / Heidelberg,
    Keywords: Chemistry. ; Electronic books.
    Type of Medium: Online Resource
    Pages: 1 online resource (236 pages)
    Edition: 1st ed.
    ISBN: 9783540482550
    Series Statement: Topics in Current Chemistry Series ; v.207
    Language: English
    Note: 207 Topics in Current Chemistry -- Small Ring Compounds in Organic Synthesis VI -- Copyright -- Preface -- Contents -- Cyclopropane Derivatives and their Diverse Biological Activities -- Transition Metal Promoted Ring Expansionof Alkynyl- and Propadienylcyclopropanes -- Bicyclopropylidene - A Unique Tetrasubstituted Alkene and a Versatile C6-Building Block -- Alkyl 2-Chloro-2-cyclopropylideneacetates-Remarkably Versatile Building Blocks for Organic Synthesis -- Author Index Volume 201-207.
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  • 4
    Online Resource
    Online Resource
    Berlin, Heidelberg :Springer Berlin / Heidelberg,
    Keywords: Organic compounds-Synthesis. ; Electronic books.
    Type of Medium: Online Resource
    Pages: 1 online resource (321 pages)
    Edition: 1st ed.
    ISBN: 9783642731969
    DDC: 547.050459
    Language: English
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  • 5
    Electronic Resource
    Electronic Resource
    Oxford [u.a.] : International Union of Crystallography (IUCr)
    Acta crystallographica 57 (2001), S. 968-969 
    ISSN: 1600-5759
    Source: Crystallography Journals Online : IUCR Backfile Archive 1948-2001
    Topics: Chemistry and Pharmacology , Geosciences , Physics
    Notes: The central three-membered ring in the title compound, trans-1,1′,1′′-cyclopropane-1,2,3-triyltris(cyclopropanol), C12H18O3, shows pronounced asymmetry of the bond lengths, which is induced by the different orientations of the substituents. A network of hydrogen bonds links the molecules into sheets.
    Type of Medium: Electronic Resource
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  • 6
    ISSN: 0044-8249
    Keywords: Chemistry ; General Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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  • 7
    ISSN: 0009-2940
    Keywords: Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: On the Mechanism of the Thermal Rearrangement of Bicyclo[2.2.0]hexane: Dispiro[cyclopropane-1,2′-bicyclo[2.2.0]hexane-3′,1′′-cyclopropane] and Analogously Substituted Derivatives as New Model CompoundsUpon thermolysis the 2,3-diazabicyclo[2.2.2]oct-2-enes 10a-c yield only the thermodynamically more stable 1,5-hexadienes, namely 11, 13, and 15, respectively. Upon photolysis, however, remarkable proportions of the new bicyclo[2.2.0]hexane derivatives 2 (66%), 4 (29%), and 3 (58%), respectively, are formed besides the hexadienes; the by-product (2%) from 10a most probably is the hexalin 12, as it would arise from an intermediate diradical by neighboring group participation of both three-membered rings. The thermolyses of 2, 3, and 4 follow first order rate laws and yield 11, 13, and 15. According to the kinetic data, which best fit a two-step mechanism, the diradical from 2 is stabilized purely electronically by 25.8 kJ/mol with respect to the diradical from 4.
    Notes: Die 2,3-Diazabicyclo[2.2.2]oct-2-ene 10a-c ergeben bei der Thermolyse nur das jeweils thermodynamisch stabilere 1,5-Hexadien, nämlich 11, 13 bzw. 15. Bei der Photolyse entstehen daneben in beachtlichen Anteilen von 66, 29 und 58% die neuen Bicyclo[2.2.0]hexan-Derivate 2, 4 bzw. 3; dem Nebenprodukt (2%) aus 10a kommt höchstwahrscheinlich die Konstitution des Hexalins 12 zu, wie es aus einem intermediären Diradikal durch Nachbargruppenbeteiligung der beiden Dreiringe entstehen müßte. Die Thermolyse von 2, 3 und 4 folgt Zeitgesetzen 1. Ordnung und führt zu 11, 13 und 15. Nach den kinetischen Daten, die am besten mit einem zweistufigen Verlauf zu vereinbaren sind, ist das 1,4-Diradikal aus 2 gegenüber dem aus 4 rein elektronisch um 25.8 kJ/mol stabilisiert.
    Additional Material: 1 Tab.
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 127 (1994), S. 237-245 
    ISSN: 0009-2940
    Keywords: Cyclopropenes, 3,3-dimethyl-1-trimethylsilyl-substituted ; Cyclopropene, isomerisation ; Gas-phase kinetics ; Ring opening ; Diradical intermediates ; Cyclopropylidene intermediates ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The gas-phase pyrolyses of 1,3,3-trimethyl-2-(trimethylsilyl)-cyclopropene (9), 3,3-dimethyl-1,2-bis(trimethylsilyl)cyclopropeneTextReactantlog (A/s-1)Ea/kj mol-1(kcal mol-1)913.41 ± 0.22192.1 ± 2.5(45.9 ± 0.6)1013.54 ± 0.19184.4 ± 2.1(44.1 ± 0.5)1112.17 ± 0.38124.6 ± 3.1(29.8 ± 0.7)(10), and 3,3-dimethyl-1-(methylthio)-2-(trimethylsilyl)cyclopropene (11) have been studied, and the pressure-independent Arrhenius parameters listed in the table were obtained. All three rearrangements are homogeneous, first-order and unimolecular reactions. Rather surprisingly all reactions give the corresponding isomeric allenes as the main products. Amongst possible mechanisms discussed, 10 is proposed to react via a cyclopropylidene intermediate, whilst the results for 9 and 11 throw light on the relative importance of the diradical- and vinylcarbene-type intermediates produced by cyclopropene ring opening.
    Additional Material: 3 Ill.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    Weinheim : Wiley-Blackwell
    Berichte der deutschen chemischen Gesellschaft 124 (1991), S. 939-945 
    ISSN: 0009-2940
    Keywords: 1-Vinylcyclopropane ; 1-methoxy- ; 1-ethoxy- ; Vinylcyclopropane ; isomerization ; Gas-phase kinetics ; Ring expansion of 1-alkoxy-1-vinylcyclopropanes ; Diradical intermediates ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: The title studies have been carried out with both 1-vinyl-1-cyclopropyl methyl ether (1-OMe) and 1-vinyl-1-cyclopropyl ethyl ether (1-OEt) in the temperature ranges 274.6-324.5 and 273.6 - 323.0°C, respectively. Both reactions predominantly give the vinylcyclopropane-cyclopentene (VCP-CP) rearrangement products 1-cyclopenten-1-yl methyl ether (2-OMe) and 1-cyclopenten-1-yl ethyl ether (2-OEt). Additionally, 2-OEt eliminates ethene (3) in a consecutive reaction at a lower reaction rate compared with the VCP-CP rearrangement. The rearrangements obey first-order kinetics and have been shown to be homogeneous, pressure-independent reactions with the following Arrhenius equations:\documentclass{article}\pagestyle{empty}\begin{document}$$ \begin{array}{*{20}c} {1 - {\rm OMe:}} {{\rm lg}\left({k/s^{-1}} \right) = \left({13.89 \pm 0.23} \right) - \left({191.30 \pm 2.55{\rm kJ mol}^{-1}} \right)/RT\ln 10} \\\end{array} $$\end{document}\documentclass{article}\pagestyle{empty}\begin{document}$$ \begin{array}{*{20}c} {1 - {\rm OMt:}} {{\rm lg}\left({k/s^{-1}} \right) = \left({13.77 \pm 0.01} \right) - \left({188.80 \pm 1.85{\rm kJ mol}^{-1}} \right)/RT\ln 10} \\\end{array} $$\end{document}The Arrhenius parameters represent reliable values for general 1-vinyl-1-cyclopropyl alkyl ether→1-cyclopenten-1-yl-alkyl ether (1-OR→2-OR) rearrangements within a large temperature interval in the gas phase. The results support a mechanism proceeding via a diradical. The stabilizing effect of methoxy substitution is discussed.
    Additional Material: 2 Ill.
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  • 10
    ISSN: 0009-2940
    Keywords: Allenes, highly strained ; Strain  -  structure correlation ; Hybridization effects, 13C, 13C coupling constants ; Calculations ; Chemistry ; Inorganic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Bis(tetramethylcyclopropylidene)methane (5) was prepared by treating 1-(dichloroethenylidene)-2,2,3,3-tetramethylcyclopropane (3) with tert-butyllithium in the presence of 2,3-dimethyl-2-butene. The parent allene 6 was obtained along a new route from bis(1-bromocyclopropyl) ketone (11) with low-valent titanium. Both 5 and 6 show unusually intense allene stretching bands in the IR spectra, and the signals of their central carbon atoms appear at remarkably high field in the 13C-NMR spectra. The unique structural features of 5 and 6, as evidenced by an X-ray crystal structural analysis of 5 and 1Jcc values, agree remarkably well with theoretical predictions made by semiempirical (MNDO) and ab initio (4-31G) calculations and on the basis of the simple picture offered by the hybridization model using the iterative maximum overlap (IMO) approach.
    Additional Material: 4 Ill.
    Type of Medium: Electronic Resource
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