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Univ. Paris-Saclay

Sujet de stage / Master 2 Internship

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Porphyrin-based nanostructures

Contact: CAMPIDELLI Stéphane, , stephane.campidelli@cea.fr, +33 1 69 08 51 34
Porphyrins are aromatic tetrapyrrolic macrocycles that exhibit a wide range of optical, optoelectronic and electrochemical properties. The aim of this project is to synthesize new materials based on porphyrins to take advantage of these properties.
Possibility of continuation in PhD: Oui
Deadline for application:22/03/2024

Full description:
The aim of this project is to synthesize new porphyrin-based molecules for the fabrication of one- and two-dimensional nanostructures. Porphyrins are aromatic tetrapyrrolic macrocycles; porphyrin derivatives are essential building blocks of living organisms, notably for oxygen transport, oxidation reactions and photosynthesis. In addition to their importance to life, the optical and electronic properties of porphyrins make them one of the most studied materials for energy conversion, catalysis, optics/optoelectronics and medicine.

On the other hand, because of their structure and the great versatility of their synthesis, meso-substituted porphyrins have enabled the formation of a wide range of covalent or supramolecular nanostructures. [1-5] In this context, we propose to synthesize porphyrin derivatives containing PAHs (polycyclic aromatic hydrocarbons)[6] that can lead to pi-stretched porphyrins and/or one- and two-dimensional nanostructures. 7,8] With these assemblies, we aim to exploit the optical and optoelectronic properties of porphyrins. This project brings together several partners with complementary expertise in chemistry (CEA-Saclay) and scanning tunneling microscopy (ISMO-Univ. Paris-Sud and IM2NP/CINaM in Marseille). For this project, the candidate should have a solid background in organic chemistry. The project will be carried out in collaboration with physicists; the candidate should also have a good feeling for multidisciplinary work.

Références :
1. S. Mohnani and D. Bonifazi, Coord.Chem.Rev., 2010, 254, 2342-2362.
2. N. Aratani and A. Osuka, Bull.Chem.Soc.Jpn, 2015, 88, 1-27.
3. R. Haver and H. L. Anderson, Helv.Chim.Acta, 2019, 102, e1800211.
4. L. Grill, M. Dyer, L. Lafferentz, M. Persson, M. V. Peters and S. Hecht, Nat.Nanotechnol., 2007, 2, 687-691.
5. J. Otsuki, Coord.Chem.Rev., 2010, 254, 2311-2341.
6. Synthesis and Suzuki–Miyaura cross coupling reactions for post-synthetic modification of a tetrabromo-anthracenyl porphyrin
J. Pijeat, Y. J. Dappe, P. Thuéry and S. Campidelli, Org.Biomol.Chem., 2018, 16, 8106-8114.
7. Edge-on self-assembly of tetra-bromoanthracenyl-porphyrin on silver surfaces
N. Kalashnyk, M. Daher Mansour, J. Pijeat, R. Plamont, X. Bouju, T. S. Balaban, S. Campidelli, L. Masson and S. Clair, J. Phys. Chem. C 2020, 124, 40, 22137–22142.
8. J. Pijeat, L. Chaussy, R. Simoës, J. Isopi, J.-S. Lauret, F. Paolucci, M. Marcaccio and S. Campidelli, ChemOpen, 2021, 10, 997-1003.
Technics/methods used during the internship:
Organic synthesis, NMR, mass spectrometry.

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