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Th 9 Ferrocene Colloquium 9th Ferrocene Colloquium February 14 – 16, 2011 Sponsors The 9th Ferrocene Colloquium would not be possible without the generous support of our spon- sors. We are grateful to: ii “Die Chemie ist, abgesehen von ihrer Nützlichkeit, die niemand bestreiten wird, eine schöne Wissenschaft.” “Chemistry is apart from its usefulness, which no one will deny, a beautiful science.” Julius Adolph Stöckhardt (1809–1886) 1st Professor for Chemistry in Chemnitz Table of Contents Preface............................................ vii Previous Meetings...................................... viii Organizing Committee ................................... viii Schedule........................................... ix Invited Speakers....................................... 1 Oral Presentations...................................... 7 Poster Presentations..................................... 33 List of Participants ..................................... 63 v Preface Almost 60 years after its unintended discovery, ferrocene still arouses great interest among scientists in many areas of research. The wide spectrum of applications is reflected in many different topics the 9th Ferrocene Colloquium is dedicated to. During the next three days, young researchers along with outstanding scientists will present recent results of their research, for ex- ample the synthesis of new ferrocene molecules and materials, the application of metallocenes in catalysis or electron transfer studies as well as the investigation of hitherto unknown reactiv- ities. In the past years the Ferrocene Colloquium has become a full meeting primarily for young researchers in the field of organometallic chemistry with main focus on metallocenes. It gives me great pleasure to welcome more than 100 participants to the 9th Ferrocene Colloquium, who will present more than 20 lectures together with many posters. This meeting would not be possible without the financial and material support of our spon- sors. We are grateful to NILES - SIMMONS Industrieanlagen GmbH, Gesellschaft der Freun- de der TU Chemnitz e. V., UVION GmbH, Fonds der Chemischen Industrie, Gesellschaft Deutscher Chemiker, Braustolz GmbH, HypoVereinsbank, Innospec Deutschland GmbH, Springer Science+Business Media, VWR International and Wiley-VCH Verlag GmbH & Co. KGaA for their assistance. We wish all the participants and contributors a successful conference, fruitful scientific dis- cussions and a pleasant stay in Chemnitz. Chemnitz, February 2011 Heinrich Lang Alexander Hildebrandt Dieter Schaarschmidt Sascha Tripke Organizing Committee vii Previous Meetings 1st Ferrocene Colloquium 5th Ferrocene Colloquium Kassel, Germany Kaiserslautern, Germany January 14, 2003 February 25–27, 2007 2nd Ferrocene Colloquium 6th Ferrocene Colloquium Würzburg, Germany Prague, Czech Republic February 16–17, 2004 February 9–11, 2008 3rd Ferrocene Colloquium 7th Ferrocene Colloquium Heidelberg, Germany Düsseldorf, Germany February 24–25, 2005 February 16–18, 2009 4th Ferrocene Colloquium 8th Ferrocene Colloquium Frankfurt am Main, Germany Bochum, Germany February 25–26, 2006 February 17–19, 2010 Organizing Committee Prof. Dr. Heinrich Lang +49 371 531-21210 [email protected] Dipl.-Chem. Alexander Hildebrandt +49 371 531-37128 [email protected] Dipl.-Chem. Dieter Schaarschmidt +49 371 531-36727 [email protected] Dipl.-Chem. Sascha Tripke +49 371 531-35818 [email protected] Jutta Ruder +49 371 531-21210 [email protected] Ute Stöß +49 371 531-31330 [email protected] viii Schedule Monday, February 14 10:00–13:00 Arrival and Registration Altes Heizhaus 13:00–13:20 Opening Remarks Prof. Dr. Dr. h.c. D.R.T. Zahn (Vice-President for Research of Chemnitz Uni- versity of Technology) Prof. Dr. K. H. Hoffmann (Dean of Faculty of Sciences) Prof. Dr. H. Lang Chair: H. Lang 13:20–14:10 C. Lapinte (CNRS-Université de Rennes 1) I1 Molecular Devices Based on Electro-Switchable Organometallics 14:10–14:30 A. Hildebrandt (Chemnitz University of Technology) O1 Intervalence Charge Transfer in Diferrocenyl Heterocycles 14:30–14:50 C. Herfurth (Universität Potsdam) O2 Ferrocenyl Monomers and Controlled Radical Polymerization Coffee Break Chair: W. Kläui 15:20–15:40 R.F. Winter (Universität Konstanz) O3 Relevance of Through-space and Through-bond Pathways for Electronic Coup- ling in Cyclophanes 15:40–16:00 D. Siebler (Johannes Gutenberg-Universität Mainz) O4 Biferrocene amino acid: Synthesis, crosslinking and redox chemistry 16:00–16:20 R. Breuer (University of Siegen) O5 1,1’-Biferrocenylene - can it replace ferrocene ? 16:20–16:40 C. Gers (Heinrich Heine Universität Düsseldorf) O6 A novel synthesis of ynediones: Copper-mediated coupling of in situ generated α-oxo-acid chlorides with terminal alkynes 17:00–19:00 Poster Session Altes Heizhaus Tuesday, February 15 Chair: M. Tamm 09:00–09:50 G. Erker (Westfälische Wilhelms-Universität Münster) I2 Frustrated Lewis Pairs: Principles and Applications in Organometallic Chemistry ix 09:50–10:10 D. Schaarschmidt (Chemnitz University of Technology) O7 Chiral P,O-Ferrocenes as Ligands in the Suzuki-Miyaura Coupling 10:10–10:30 L. Taghizadeh Ghoochany (TU Kaiserslautern) O8 Novel Ruthenium Catalysts for Transfer Hydrogenation Coffee Break Chair: U. Siemeling 11:00–11:20 K. Kowalski (University of Łód´z) O9 Friedel-Crafts reactions of W(CO)5-complexes of azaferrocenes 11:20–11:40 K. Kaleta (Leibniz-Institut für Katalyse e. V. an der Universität Rostock) O10 Ferrocenyl Substituted Group 4 Metallacycles 11:40–12:00 C. Thoms (Universität Regensburg) O11 Dehydrocoupling of PH2BH2·NMe3 Induced by Transition Metal Fragments 12:00–12:20 A.C. Tagne Kuate (TU Braunschweig) O12 (η5–cyclopentadienyl)(η7–cycloheptatrienyl)titanium(IV) (Troticene): Selective Lithiation, Phosphane Functionalization, Heterobimetallic Derivatives, Ansa and Ambivalent Complexes Lunch Break Chair: B. Bildstein 14:00–14:50 I. Butler (University of Wales) I3 A Tour of the Simplest Ferrocene Chemistry over 25 Years 14:50–15:10 B. Hildebrandt (Heinrich-Heine Universität Düsseldorf) O13 A New N-Heterocyclic Carbene Containing a Cationic Metallocene Backbone 15:10–15:30 C. Färber (Universität Kassel) O14 Diaminocarbenes and their reactivity towards carbon monoxide; Novel and easy: Instant N-Heterocyclic Carbenes Coffee Break Chair: K. Heinze 16:00–16:20 K. Rademann (Humboldt-Universität zu Berlin) O15 FERROCEN assisted formation of noble metal nano-structures at the oil/water interface 16:20–16:40 S. Pandey (Universität Leipzig) O16 Chiral Polyferrocenes with Phosphorus-Based Backbones 16:40–17:00 M. Gawron (Technische Universität Dortmund) O17 An Asymmetrically Substituted Phosphorus-Containing O,C-Coordinating Fer- rocene Ligand and its Organotin Derivatives: Synthesis and Reactivity x 17:00–17:20 A.D. Russell (University of Bristol) O18 Studies of the Bond Cleavage Mechanisms for Ring-Opening Reactions of Strained [2]Dicarbaferrocenophanes 18:00 Conference Dinner (BBQ) Altes Heizhaus Wednesday, February 16 Chair: H. Butenschön 09:00–09:50 I. Manners (University of Bristol) I4 Strained Ferrocenophanes and Metalloring Analogues - New Reactivity and Uti- lity as Precursors to Functional Metallopolymers 09:50–10:10 G. Lackner (University Duisburg-Essen) O19 Infiltration study of vertically-aligned Carbon Nanotube forest (va-CNT) with different organic semiconductor materials forming a composite 10:10–10:30 A. Glöckner (TU Braunschweig) O20 Open Indenyl — More Than Just Another Pentadienyl Ligand?! Coffee Break Chair: W. Thiel 11:00–11:20 A. Korotvickaˇ (Charles University Prague) O21 Synthesis of Polyaromatics with Ferrocene Substituents 11:20–11:40 M. Braun (Heinrich-Heine Universität Düsseldorf) O22 Electron Poor NHC-Ligands: A Five-Membered N,N’-Diamidocarbene 11:40–12:00 D. Weismann (TU Kaiserslautern) O23 Dinitrogen Activation with Cyclopentadienyl Complexes 12:00–12:30 Closing Remarks, Prizes Prof. Dr. H. Lang, Prof. Dr. M. Tamm Award for best posters Award for best lecture xi Invited Speakers 14/02/2011 I1 13:20–14:10 Molecular Devices Based on Electro-Switchable Organometallics Claude Lapinte Sciences Chimiques de Rennes, UMR 6226 CNRS-Université de Rennes 1, Campus de Beaulieu, 35042 Rennes, France. [email protected] The design, preparation, and characterization of new electro-functional materials containing transition metals hybridized with other substances containing various elements constitute a very active field of basic and applied research. A particularly appealing class of composite molecules can be obtained by linking two redox-active inorganic building blocks with unsaturated organic ligands [1]. These molecules can be isolated in several oxidation states, each of them exhibiting different physical properties, like for example, photoluminescence [2], photo-induced electron transfer, hyperpolarizability or magnetic properties [3]. These physical properties can be easily switched on or off by a single electron transfer. Very recently, we prepared and investigated new molecules that incorporate redox active building blocks into carbon-rich bridges between the terminal iron centers with d5 and d6 elec- tronic configurations [4–5]. Physical properties of these new compounds were investigated in regard to their merit to mediate electron transfer and magnetic coupling interactions [1] Paul, F.; Lapinte, C. Coord. Chem. Rev. 1998, 427, 178. [2] Samoc, M.; Gauthier, N.; Cifuentes, M.P.; Paul, F.; Lapinte, C.; Humphrey, M.G. Angew. Chem. Int. Ed. 2006,
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