Publications

2019

55. The Renaissance of Bridged Triarylphosphines: Towards Organophosphorus Molecular Bowls
T. A. Schaub, K. Padberg, M. Kivala
Chem. Lett. 2019, accepted

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54. Bridged Triarylboranes, -silanes, -amines, and -phosphines as Minimalistic Heteroatom-containing Polycyclic Aromatic Hydrocarbons: Progress and Challenges
T. A. Schaub, K. Padberg, M. Kivala
J. Phys. Org. Chem. 2019, accepted

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53. Edge Phonon Excitations in a Chiral Self-Assembled Supramolecular Nanoribbon
J. D. Cojal Gonzáles, J. Li, M. Stöhr, M. Kivala, C.-A. Palma, J. P. Rabe
J. Phys. Chem. Lett. 2019, accepted

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52. Triphenylene-Derived Electron Acceptors and Donors on Ag(111): Formation of Intermolecular Charge-Transfer Complexes with Common Unoccupied Molecular States
K. Müller, N. Schmidt, S. Link, R. Riedel, J. Bock, W. Malone, K. Lasri, A. Kara, U. Starke, M. Kivala, M. Stöhr
Small 2019, 15, 1901741
DOI: 10.1002/smll.201901741

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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
Chem. Commun. 201854, 11554
DOI:  10.1039/C8CC04410D

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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 201810, 3769
DOI: 10.1039/C7NR08238J 

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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 20179, 18305
DOI: 10.1039/C7NR06187K 

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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. 201723, 12353
DOI: 10.1002/chem.201701625 

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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. 201723, 6988
DOI: 10.1002/chem.201701412 

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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. 201723, 5687
DOI: 10.1002/chem.201701234 

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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. 20178, 14765
DOI: 10.1038/ncomms14765 

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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. 20178, 3494
DOI: 10.1039/C7SC00533D 

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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 201782, 204
DOI: 10.1002/cplu.201600416 
Front Cover

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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. 201712, 31
DOI: 10.1002/asia.201601452 

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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. 201655, 13597
DOI: 10.1002/anie.201605963 

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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. 2016138, 10539
DOI: 10.1021/jacs.6b05184 

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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 20166, 67372
DOI: 10.1039/C6RA14799B 

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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 20168, 15535
DOI: 10.1021/acsami.6b02988 

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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. 201622, 581
DOI: 10.1002/chem.201503205 

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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 2015119, 25945
DOI: 10.1021/acs.jpcc.5b08009 

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35. N-Heterotriangulenes: Fascinating Relatives of Triphenylamine
N. Hammer, T. A. Schaub, U. Meinhardt, M. Kivala 
Chem. Rec. 201515, 1119
DOI: 10.1002/tcr.201500202 

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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 2015523, 196
DOI: 10.1038/nature14570 

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33. Synthesis and Properties of Arylvinylidene-Bridged Triphenylamines
N. Hammer, T. E. Shubina, J.-P. Gisselbrecht, F. Hampel, M. Kivala
 J. Org. Chem. 201580, 2418
DOI: 10.1021/jo502605e 

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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. 201521, 1652
DOI: 10.1002/chem.201405305 

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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. 201420, 11708
DOI: 10.1002/chem.201403667 

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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 20141, 1300025
DOI: 10.1002/admi.201470004 

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2013

29. Stabilization of π-Conjugated Organoboron Scaffolds by Structural Constraint
T. A. Schaub, M. Kivala
ARKIVOC 20131, 175
DOI: 10.3998/ark.5550190.0014.106 

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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

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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. Chem20134, 5337
DOI: 10.1039/C3PY00089C

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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. 201319, 8117
DOI: 10.1002/chem.201300253 

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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. 2013135, 4550
DOI: 10.1021/ja400857g 

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24. Doped Polycyclic Aromatic Hydrocarbons as Building Blocks for Nanoelectronics: A Theoretical Study
P. O. Dral, M. Kivala, T. Clark
J. Org. Chem. 201378, 1894
DOI: 10.1021/jo3018395 

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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 2012116, 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. 201214, 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. 201147, 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. 201176, 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
ChemPhysChem201112, 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. 201117, 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. 20116, 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. 201124, 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 201011, 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. 201021, 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.200915, 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. 200915, 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. 200942, 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. 200814, 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. 200780, 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.200746, 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. 20061, 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. 200671, 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. 200520, 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. 20042, 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.

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