Organic Molecular Building Blocks for the Synthesis of Internal Interfaces

Summary

The central aim of this project is the chemical synthesis of organic molecules which are employed for building organic-inorganic internal interfaces of highest quality for further investigation within the CRC. The contact of the organic phase to the inorganic/semiconductor interface is intended via aromatic π-interaction or by covalent bonding (e.g. cycloaddition).

In part A novel fluoro-substituted (aza)pentacene and DNTT derivatives will be synthesized and their packing motif will be characterized by X-ray analysis. Organic-[inorganic/semiconductor] interfaces prepared from the novel (aza)pentacenes and DNTTs will be characterized in collaboration with the physics groups.

In part B, well-ordered multilayers will be generated on Si(001). Based on the chemoselective reactivity of functionalized cyclooctynes on Si(001) as demonstrated in the first funding period, second and third layer attachment will be realized employing azide/alkyne reactions.

Project-related publications

  1. P.E. Hofmann, M.W. Tripp, D. Bischof, Y. Grell, A.L.C. Schiller, T. Breuer, S.I. Ivlev, G. Witte, U. Koert
    Unilaterally Fluorinated Acenes: Synthesis and Solid-State Properties
    Angew. Chem. Int. Ed. 59, 16501 (2020).
  2. C. Länger, J. Heep, P. Nikodemiak, T. Bohamud, P. Kirsten, U. Höfer, U. Koert, M. Dürr
    Formation of Si/organic interfaces using alkyne-functionalized cyclooctynes – precursormediated adsorption of linear alkynes versus direct adsorption of cyclooctyne on Si(001)
    J. Phys.: Condens. Matter 31, 034001 (2019) – Special Issue on Internal Interfaces.
  3. G. Mette, A. Adamkiewicz, M. Reutzel, U. Koert, M. Dürr, U. Höfer
    Controlling an SN2 Reaction by Electronic and Vibrational Excitation: Tip-Induced Ether Cleavage on Si(001)
    Angew. Chem. Int. Ed. 58, 3417 (2019).
  4. J. Meinecke, U. Koert
    Copper-Free Click Reaction Sequence: A Chemoselective Layer-by- Layer Approach
    Org. Lett. 21, 7609 (2019).

Prof. Dr. Ulrich KOERT

Principal InvestigatorPhilipps-Universität MarburgDepartment of ChemistryPhone: (+49) 6421-2826970Project A8 (Koert/Dürr)Biography

Prof. Dr. Michael DÜRR

Principal InvestigatorJustus-Liebig-Universität GießenInstitute of Applied PhysicsWork Heinrich-Buff-Ring 16 Gießen 35392 Phone: +49-641 99-33490Project A8 (Koert/Dürr)Biography

Dr. Christian Länger, Postdoc Gießen

Timo Glaser, PhD-student Gießen
Julian Heep, PhD-student Gießen
Caroline Kalff, PhD-student Marburg
Niklas Klangwart, PhD-student Marburg
Jannick Meinecke, PhD-student Marburg
Matthias Tripp, PhD-student Marburg
Yingling Zhang, PhD-student Gießen

Former Contributors
Dr. Michel Blitz (geb. Fischer)
Dr. Philipp Hofmann
Dr. Niels Münster
Dr. Paul Nikodemiak
Dr. Jonas Schwaben
Dr. Frederic Wagner