Synthesis and characterization of rigid [2.2]paracyclophane-porphyrin conjugates as scaffolds for fixed-distance bimetallic complexes

Daniel M Knoll; Thomas B Wiesner; Stefan M Marschner; Zahid Hassan; Patrick Weis; Manfred Kappes; Martin Nieger; Stefan Bräse

doi:10.1039/c9ra07055a

Synthesis and characterization of rigid [2.2]paracyclophane-porphyrin conjugates as scaffolds for fixed-distance bimetallic complexes

RSC Adv. 2019 Sep 26;9(52):30541-30544. doi: 10.1039/c9ra07055a. eCollection 2019 Sep 23.

Authors

Daniel M Knoll¹, Thomas B Wiesner¹, Stefan M Marschner¹, Zahid Hassan¹, Patrick Weis², Manfred Kappes^{2

3}, Martin Nieger⁴, Stefan Bräse^{1

5}

Affiliations

¹ Institute of Organic Chemistry, Karlsruhe Institute of Technology (KIT) Fritz-Haber-Weg 6 76131 Karlsruhe Germany braese@kit.edu.
² Institute of Physical Chemistry, Karlsruhe Institute of Technology (KIT) Fritz-Haber-Weg 2 76131 Karlsruhe Germany.
³ Institute of Nanotechnology, Karlsruhe Institute of Technology Herman-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen Germany.
⁴ Department of Chemistry, University of Helsinki P. O. Box 55 (A. I. Virtasen Aukio 1) 00014 Helsinki Finland.
⁵ Institute of Toxicology and Genetics, Karlsruhe Institute of Technology (KIT) Herman-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen Germany.

Abstract

This work presents a new approach to prepare mono- and disubstituted linear rigid bimetallic [2.2]paracyclophane-porphyrin conjugates via palladium-mediated Stille cross-coupling reaction. The metalated porphyrin moiety can be varied allowing convenient access to modular metal-metal fixed-distance Cu/Zn complexes.