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Kivala Group

Publications

 

2017

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, online
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. 201318, 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. 201013, 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. 200746, 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. 200745, 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.