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Novel Cofacial Porphyrin-Based Homo- and Heterotrimetallic Complexes of Transition Metals

Schissler, Christoph 1; Schneider, Erik K. 2; Lebedkin, Sergei 3; Weis, Patrick 2; Niedner-Schatteburg, Gereon; Kappes, Manfred M. 2,3; Bräse, Stefan 1
1 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)
2 Institut für Physikalische Chemie (IPC), Karlsruher Institut für Technologie (KIT)
3 Institut für Nanotechnologie (INT), Karlsruher Institut für Technologie (KIT)

Abstract:

We present a straightforward and generally applicable synthesis route for cofacially linked homo- and heterotrimetallic trisporphyin complexes. The protocol encompasses synthesising the first aryl-based, trans-o-phenylene trisporphyrin starting from pyrrole and benzaldehyde with an overall yield of 3.6 %. It also allows investigating the respective cis-isomer as the first conformationally restricted planar-chiral trisporphyrin. The free-base ligand was used in subsequent metalation reactions to afford the corresponding homotrimetallic Mn(III)-, Fe(III)-, Ni(II)-, Cu(II)-, Zn(II)- and Pd(II) complexes – additionally, a small adaptation of the protocol resulted in the defined Ni(II)Fe(III)Ni(II) complex in a total yield of 2.3 %. By monitoring Ni(II) insertion into the empty trimeric ligands, we affirmed that the outer porphyrin rings are filled before the internal ring. The molecular species were characterised by $^{1}$H NMR, UV-Vis, photoluminescence, IR, MS, CID, and high-resolution IMS measurements.


Verlagsausgabe §
DOI: 10.5445/IR/1000137089
Veröffentlicht am 27.11.2021
Originalveröffentlichung
DOI: 10.1002/chem.202102376
Scopus
Zitationen: 3
Dimensions
Zitationen: 3
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Biologische und Chemische Systeme (IBCS)
Institut für Nanotechnologie (INT)
Institut für Organische Chemie (IOC)
Institut für Physikalische Chemie (IPC)
Publikationstyp Zeitschriftenaufsatz
Publikationsdatum 02.11.2021
Sprache Englisch
Identifikator ISSN: 0947-6539, 1521-3765
KITopen-ID: 1000137089
HGF-Programm 43.33.11 (POF IV, LK 01) Adaptive and Bioinstructive Materials Systems
Weitere HGF-Programme 43.32.01 (POF IV, LK 01) Molecular Materials Basis for Optics & Photonics
Erschienen in Chemistry - A European Journal
Verlag John Wiley and Sons
Band 27
Heft 61
Seiten 15202-15208
Vorab online veröffentlicht am 20.08.2021
Nachgewiesen in Scopus
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Web of Science
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