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    1. Friedrich-Alexander-Universität
    2. Naturwissenschaftliche Fakultät
    3. Department Chemie und Pharmazie

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    Publications

    2018

    51. Binary supramolecular networks of bridged triphenylamines with different substituents and identical scaffold
    C. Steiner, Z. Yang, B. D. Gliemann, U. Meinhardt, M. Gurrath, M. Ammon, B. Meyer, M. Kivala, S. Maier, accepted.
    DOI: 10.1039/C8CC04410D

    50. Two-dimensional delocalized states in organometallic bis-acetylide networks on Ag(111)
    Z. Yang, J. Gebhardt, T. A. Schaub, T. Sander, J. Schönamsgruber, H. Soni, A. Görling, M. Kivala, S. Maier, Nanoscale 2018, 10, 3769
    DOI: 10.1039/C7NR08238J

    2017

    49. Surface-confined [2+2] Cycloaddition Towards One-dimensional Polymers Featuring Cyclobutadiene Units
    B. V. Tran, T. A. Pham, M. Grunst, M. Kivala, M. Stöhr, Nanoscale 2017, 9, 18305
    DOI: 10.1039/C7NR06187K

    48. Dithiafulvenyl-Extended N-Heterotriangulenes and Their Interaction with C60: Cooperative Fluorescence
    B. D. Gliemann, V. Strauss, J. F. Hitzenberger, P. O. Dral, F. Hampel, J.-P. Gisselbrecht, T. Drewello, W. Thiel, D. M. Guldi, M. Kivala, Chem. Eur. J. 2017, 23, 12353
    DOI: 10.1002/chem.201701625

    47. Organic Electron Acceptors Comprising a Dicyanomethylene-Bridged Acridophosphine Scaffold: The Impact of the Heteroatom
    T. A. Schaub, S. M. Brülls, P. O. Dral, F. Hampel, H. Maid, M. Kivala, Chem. Eur. J. 2017, 23, 6988
    DOI: 10.1002/chem.201701412

    46. Quantum Chemical Dissection of the Shortest P=O···I Halogen Bond: The Decisive Role of Crystal Packing Effects
    T. A. Schaub, R. Sure, F. Hampel, S. Grimme, M. Kivala, Chem. Eur. J. 2017, 23, 5687
    DOI: 10.1002/chem.201701234

    45. Hierarchical On-Surface Synthesis and Electronic Structure of Carbonyl-Functionalized One- and Two-Dimensional Covalent Nanoarchitectures
    C. Steiner, J. Gebhardt, M. Ammon, Z. Yang, A. Heidenreich, N. Hammer, A. Görling, M. Kivala, S. Maier, Nat. Commun. 2017, 8, 14765
    DOI: 10.1038/ncomms14765

    44. p-Doping of Graphene in Hybrid Materials with 3,10-Diazapicenium Dications
    A. Roth, T. A. Schaub, U. Meinhardt, D. Thiel, J. Storch, V. Církva, P. Jakubík, D. M. Guldi, M. Kivala, Chem. Sci. 2017, 8, 3494
    DOI: 10.1039/C7SC00533D

    43. Stability of Odd Versus Even Electron Gas-Phase (Quasi)Molecular Ions Derived from Pyridine-Substituted N-heterotriangulenes
    J. F. Hitzenberger, P. O. Dral, U. Meinhardt, T. Clark, W. Thiel, M. Kivala, T. Drewello, ChemPlusChem 2017, 82, 204
    DOI: 10.1002/cplu.201600416
    Front Cover

    42. Configurationally Stable Chiral Dithia-Bridged Hetero[4]helicene Radical Cation: Electronic Structure and Absolute Configuration
    B. D. Gliemann, A. G. Petrovic, E. M. Zolnhofer, P. O. Dral, F. Hampel, G. Breitenbruch, P. Schulze, V. Raghavan, K. Meyer, P. L. Polavarapu, N. Berova, M. Kivala, Chem. Asian J. 2017, 12, 31
    DOI: 10.1002/asia.201601452

    2016

    41. A Stable Crystalline Triarylphosphine Oxide Radical Anion
    T. A. Schaub, E. M. Zolnhofer, D. P. Halter, T. E. Shubina, F. Hampel, K. Meyer, M. Kivala, Angew. Chem. Int. Ed. 2016, 55, 13597
    DOI: 10.1002/anie.201605963

    40. Pathway Complexity in the Enantioselective Self-Assembly of Functional Carbonyl-bridged Triarylamine Trisamides
    A. T. Haedler, S. C. J. Meskers, R. H. Zha, M. Kivala, H.-W. Schmidt, E. W. Meijer, J. Am. Chem. Soc. 2016, 138, 10539
    DOI: 10.1021/jacs.6b05184

    39. N-Heterotriangulene Chromophores with 4-Pyridyl Anchors for Dye-Sensitized Solar Cells
    U. Meinhardt, F. Lodermeyer, T. A. Schaub, A. Kunzmann, P. O. Dral, F. Hampel, D. M. Guldi, R. D. Costa, M. Kivala, RSC Advances 2016, 6, 67372
    DOI: 10.1039/C6RA14799B

    38. Switchable Charge Injection Barrier in an Organic Supramolecular Semiconductor
    A. V. Gorbunov, A. T Haedler, T. Putzeys, R. H. Zha, H.-W. Schmidt, M. Kivala, I. Urbanavičiūtė, M. Wübbenhorst, E. W. Meijer, M. Kemerink, ACS Appl. Mater. Interfaces 2016, 8, 15535
    DOI: 10.1021/acsami.6b02988

    37. Cyano-Functionalized Triarylamines on Coinage Metal Surfaces: Interplay of Intermolecular and Molecule-Substrate Interactions
    K. Müller, J.-C. Moreno-López, S. Gottardi, U. Meinhardt, H. Yildirim, A. Kara, M. Kivala, M. Stöhr, Chem. Eur. J. 2016, 22, 581
    DOI: 10.1002/chem.201503205

    2015

    36. Self-Assembly and Stability of Hydrogen-Bonded Networks of Bridged Triphenylamnes on Au(111) and Cu(111)
    C. Steiner, B. D. Gliemann, U. Meinhardt, M. Gurrath, B. Meyer, M. Kivala, S. Maier, J. Phys. Chem. C 2015, 119, 25945
    DOI: 10.1021/acs.jpcc.5b08009

    35. N-Heterotriangulenes: Fascinating Relatives of Triphenylamine
    N. Hammer, T. A. Schaub, U. Meinhardt, M. Kivala, Chem. Rec. 2015, 15, 1119
    DOI: 10.1002/tcr.201500202

    34. Long-Range Energy Transport in Single Supramolecular Nanofibres at Room Temperature
    A. T. Haedler, K. Kreger, A. Issac, B. Wittmann, M. Kivala, N. Hammer, J. Köhler, H.-W. Schmidt, R. Hildner, Nature 2015, 523, 196
    DOI: 10.1038/nature14570

    33. Synthesis and Properties of Arylvinylidene-Bridged Triphenylamines
    N. Hammer, T. E. Shubina, J.-P. Gisselbrecht, F. Hampel, M. Kivala, J. Org. Chem. 2015, 80, 2418
    DOI: 10.1021/jo502605e

    32. Multicomponent Self-Assembly with a Shape-Persistent N-Heterotriangulene Macrocycle on Gold(111)
    K. Cui, F. Schlütter, O. Ivasenko, M. Kivala, M. G. Schwab, S.-L. Lee, S. F. L. Mertens, K. Tahara, Y. Tobe, K. Müllen, K. S. Mali, S. De Feyter, Chem. Eur. J. 2015, 21, 1652
    DOI: 10.1002/chem.201405305

    2014

    31. Synthesis and Photophysical Properties of Multichromophoric Carbonyl-Bridged Triarylamines
    A. T. Haedler, S. R. Beyer, N. Hammer, R. Hildner, M. Kivala, J. Köhler, H.-W. Schmidt, Chem. Eur. J. 2014, 20, 11708
    DOI: 10.1002/chem.201403667

    30. Cyano-Functionalized Triarylamines on Au(111): Competing Intermolecular and Molecule/Substrate Interactions
    S. Gottardi, K. Müller, J. C. Moreno-López, H. Yildirim, U. Meinhardt, M. Kivala, A. Kara, M. Stöhr, Adv. Mater. Interfaces 2014, 1, 1300025
    DOI: 10.1002/admi.201470004

    2013

    29. Stabilization of π-Conjugated Organoboron Scaffolds by Structural Constraint
    T. A. Schaub, M. Kivala, ARKIVOC 2013, 1, 175
    DOI: 10.3998/ark.5550190.0014.106

    28. Platinum(II) Acetylides in the Formal [2+2] Cycloaddition-Retroelectrocyclization Reaction: Organodonor versus Metal Activation
    B. H. Tchitchanov, M. Chiu, M. Jordan, M. Kivala, W. B. Schweizer, F. Diederich, Eur. J. Org. Chem. 2013, 18, 3729.
    DOI: 10.1002/ejoc.201300300

    27. A Heterotriangulene Polymer for Air-Stable Organic Field-Effect Transistors
    K. Schmoltner, F. Schlütter, M. Kivala, M. Baumgarten, S. Winkler, R. Trattnig, N. Koch, A. Klug, E. J. W. List, K. Müllen, Polym. Chem. 2013, 4, 5337
    DOI: 10.1039/C3PY00089C

    26. Columnar Self-Assembly in Electron-Deficient Heterotriangulenes
    M. Kivala, W. Pisula, S. Wang, A. Mavrinskiy, J.-P. Gisselbrecht, X. Feng, K. Müllen, Chem. Eur. J. 2013, 19, 8117
    DOI: 10.1002/chem.201300253

    25. π-Conjugated Heterotriangulene Macrocycles by Solution and Surface-supported Synthesis toward Honeycomb Networks
    F. Schlütter, F. Rossel, M. Kivala, V. Enkelmann, J.-P. Gisselbrecht, P. Ruffieux, R. Fasel, K. Müllen, J. Am. Chem. Soc. 2013, 135, 4550
    DOI: 10.1021/ja400857g

    24. Doped Polycyclic Aromatic Hydrocarbons as Building Blocks for Nanoelectronics: A Theoretical Study
    P. O. Dral, M. Kivala, T. Clark, J. Org. Chem. 2013, 78, 1894
    DOI: 10.1021/jo3018395

    2012

    23. Impact of Electronic Coupling, Symmetry, and Planarization on One- and Two-Photon Properties of Triarylamines with One, Two, or Three Diarylboryl Acceptors
    N. S. Makarov, S. Mukhopadhyay, K. Yesudas, J.-L. Brédas, J. W. Perry, A. Proń, M. Kivala, K. Müllen, J. Phys. Chem. A 2012, 116, 3781
    DOI: 10.1021/jp211878u

    22. N,N‘-Dicyanoquinone Diimide-Derived Donor-Acceptor Chromophores: Conformational Analysis and Optoelectronic Properties
    M. Chiu, B. Jaun, M. T. R. Beels, I. Biaggio, J.-P. Gisselbrecht, C. Boudon, W. B. Schweizer, M. Kivala, F. Diederich, Org. Lett. 2012, 14, 54
    DOI: 10.1021/ol202815q

    2011

    21. Surface-supported 2D Heterotriangulene Polymers
    M. Bieri, S. Blankenburg, M. Kivala, C. A. Pignedoli, P. Ruffieux, K. Müllen, R. Fasel, Chem. Commun. 2011, 47, 10239
    DOI: 10.1039/C1CC12490K

    20. Donor-Substituted Diphenylacetylene Derivatives Act as Electron Donors and Acceptors
    C. Onitsch, A. Rosspeintner, G. Angulo, M. Griesser, M. Kivala, B. Frank, F. Diederich, G. Gescheidt, J. Org. Chem. 2011, 76, 5628
    DOI: 10.1021/jo2005022

    19. Dip Coating Induced Fiber Growth of a Soluble Heterotriangulene
    S. Wang, M. Kivala, I. Lieberwirth, K. Kirchhoff, X. Feng, W. Pisula, K. Müllen, ChemPhysChem 2011, 12, 1648
    DOI: 10.1002/cphc.201100199

    18. Regular Acyclic and Macrocyclic [AB] Oligomers by Formation of Push-Pull Chromophores in the Chain-Growth Step
    F. Silvestri, M. Jordan, K. Howes, M. Kivala, P. Rivera-Fuentes, C. Boudon, J.-P. Gisselbrecht, W. B. Schweizer, F. Diederich, Chem. Eur. J. 2011, 17, 6088
    DOI: 10.1002/chem.201003672

    17. Switching the Regioselectivity in Cycloaddition–Retro-electrocyclizations between Donor-Activated Alkynes and Electron-Accepting Olefins TCNE and TCNQ
    M. Jordan, M. Kivala, C. Boudon, J.-P. Gisselbrecht, W. B. Schweizer, P. Seiler, F. Diederich, Chem. Asian J. 2011, 6, 396
    DOI: 10.1002/asia.201000539

    16. Solvatochromism as an Efficient Tool to Study N,N-Dimethylamino- and Cyano-substituted π-Conjugated Molecules with an Intramolecular Charge-Transfer Absorption
    F. Bureš, O. Pytela, M. Kivala, F. Diederich, J. Phys. Org. Chem. 2011, 24, 274
    DOI: 10.1002/poc.1744

    2010

    15. Photophysics of Two Prototypical Molecular-Wire Building Blocks: Solvent-Induced Conformational Dynamics
    A. Rosspeintner, G. Angulo, C. Onitsch, M. Kivala, F. Diederich, G. Grampp, G. Gescheidt, ChemPhysChem 2010, 11, 1700
    DOI: 10.1002/cphc.200901005

    14. Chiral and Achiral Charge-Transfer Chromophores with a Dendralene-Type Backbone by Electronically Controlled Cycloaddition/Cycloreversion Cascades
    B. B. Frank, M. Kivala, B. Camafort Blanco, B. Breiten, W. B. Schweizer, P. R. Laporta, I. Biaggio, E. Jahnke, R. R. Tykwinski, C. Boudon, J.-P. Gisselbrecht, F. Diederich, Eur. J. Org. Chem. 2010, 13, 2487
    DOI: 10.1002/ejoc.201000030

    13. All-Carbon Scaffolds by Rational Design
    F. Diederich, M. Kivala, Adv. Mater. 2010, 21, 803
    DOI: 10.1002/adma.200902623

    2009

    12. Origin of Intense Intramolecular Charge-Transfer Interactions in Non-Planar Push-Pull Chromophores
    S.-i. Kato, M. Kivala, W. B. Schweizer, C. Boudon, J.-P. Gisselbrecht, F. Diederich, Chem. Eur. J. 2009, 15, 8687
    DOI: 10.1002/chem.200901630

    11. Organic Super-Acceptors with Efficient Intramolecular Charge-Transfer Interactions by [2+2] Cycloadditions of TCNE, TCNQ, and F4-TCNQ to Donor-Substituted Cyanoalkynes
    M. Kivala, C. Boudon, J.-P. Gisselbrecht, B. Enko, P. Seiler, I. B. Müller, N. Langer, P. D. Jarowski, G. Gescheidt, F. Diederich, Chem. Eur. J. 2009, 15, 4111
    DOI: 10.1002/chem.200802563

    10. Acetylene-Derived Strong Organic Acceptors for Planar and Nonplanar Push-Pull Chromophores
    M. Kivala, F. Diederich, Acc. Chem. Res. 2009, 42, 235
    DOI: 10.1021/ar8001238

    2008

    9. One-Electron-Reduced and -Oxidized Stages of Donor-Substituted 1,1,4,4-Tetracyanobuta-1,3-dienes of Different Molecular Architectures
    M. Kivala, T. Stanoeva, T. Michinobu, B. Frank, G. Gescheidt, F. Diederich. Chem. Eur. J. 2008, 14, 7638
    DOI: 10.1002/chem.200800716

    2007

    8. Conjugation and Optoelectronic Properties of Acetylenic Scaffolds and Charge-Transfer Chromophores
    M. Kivala, F. Diederich, Pure Appl. Chem. 2007, 80, 411
    DOI: 10.1351/pac200880030411

    7. New Strong Organic Acceptors by Cycloaddition of TCNE and TCNQ to Donor-substituted Cyanoalkynes
    P. Reutenauer, M. Kivala, P. D. Jarowski, C. Boudon, J.-P. Gisselbrecht, M. Gross, F. Diederich, Chem. Commun. 2007, 46, 4898
    DOI: 10.1039/B714731G

    6. A Novel Reaction of 7,7,8,8-Tetracyanoquinodimethane (TCNQ): Charge-Transfer Chromophores by [2+2] Cycloaddition with Alkynes
    M. Kivala, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, F. Diederich, Chem. Commun. 2007, 45, 4731
    DOI: 10.1039/B713683H

    5. Charge-Transfer Chromophores by Cycloaddition–Retro-electrocyclization: Multivalent Systems and Cascade Reactions
    M. Kivala, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, F. Diederich, Angew. Chem. Int. Ed. 2007, 46, 6357.
    DOI: 10.1002/anie.200701733

    2006

    4. Two-Dimensional Acetylenic Scaffolding: Extended Donor-Substituted Perethynylated Dehydroannulenes
    M. Kivala, F. Mitzel, C. Boudon, J.-P. Gisselbrecht, P. Seiler, M. Gross, F. Diederich, Chem. Asian J. 2006, 1, 479.
    DOI: 10.1002/asia.200600131

    3. Cleavage of 4-Nitrophenyl Diphenyl Phosphate by Isomeric Quaternary Pyridinium Ketoximes – How Can Structure and Lipophilicity of Functional Surfactants Influence Their Reactivity in Micelles and Microemulsions
    M. Kivala, R. Cibulka, F. Hampl, Collect. Czech. Chem. Commun. 2006, 71, 1642.
    DOI: 10.1135/cccc20061642

    2005

    2. A New Group of Monoquaternary Reactivators of Acetylcholinesterase Inhibited by Nerve Agents
    J. Pícha, K. Kuča, M. Kivala, M. Kohout, J. Cabal, F. Liška, J. Enzyme Inhib. Med. Chem. 2005, 20, 233.
    DOI: 10.1080/14756360400021858

    2004

    1. A General Method for the Quaternization of N,N-Dimethylbenzylamines with Long Chain n-Alkylbromides
    K. Kuča, M. Kivala, V. Dohnal, J. Appl. Biomed. 2004, 2, 195.
    ISSN: 1214-0287

    Book Chapters

    3.  T. Schaub, M. Kivala, Cross-coupling Reactions to sp Carbon Atoms in Transition-Metal-Catalyzed Single Bond Construction (Eds.: A. de Meijere, S. Bräse, M. Oestreich) Wiley-VCH, Weinheim (Germany) 2014, S. 665–762.
    DOI: 10.1002/9783527655588.ch9

    2.  M. Kivala, D. Wu, X. Feng, C. Li, K. Müllen, Cyclodehydrogenation in the Synthesis of Graphene-type Molecules in Synthesis of Polymers (Eds.: A. D. Schlüter; C. J. Hawker; J. Sakamoto), Wiley-VCH, Weinheim (Germany) 2012.

    1.  M. Kivala, X. Feng, Tailored Graphene-type Molecules by Chemical Synthesis in Molecules at Work, New Strategies for Chemical Synthesis and Catalysis (Ed.: B. Pignataro), Wiley-VCH, Weinheim (Germany) 2012.

    Patents

    1. Triangulene Oligomers and Polymers and Their Use as Hole Conducting Material
    Wonneberger, I. Bruder, R. Send, F. Schlütter, K. Müllen, M. Kivala, WO 2014111365 A1, 2014.

    Friedrich Alexander University Erlangen-Nürnberg
    Department of Chemistry and Pharmacy

    Nikolaus-Fiebiger-Str. 10
    91058 Erlangen
    Germany
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