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Modular Synthesis of trans‐A$_{2}$B$_{2}$‐Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin‐Based MOFs

Marschner, Stefan M.; Haldar, Ritesh; Fuhr, Olaf; Wöll, Christof; Bräse, Stefan

Abstract:
ifferently functionalized porphyrin linkers represent the key compounds for the syntheses of new porphyrin‐based metal–organic frameworks (MOFs), which have gathered great interest within the last two decades. Herein we report the synthesis of a large range of 5,15‐bis(4‐ethoxycarbonylphenyl)porphyrin derivatives, through Suzuki and Sonogashira cross‐coupling reactions of an easily accessible corresponding meso‐dibrominated trans‐A$_{2}$B$_{2}$‐porphyrin with commercially available boronic acids or terminal alkynes. The resulting porphyrins were fully characterized through NMR, MS, and IR spectroscopy and systematically investigated through UV/Vis absorption. Finally, selected structures were saponified to the corresponding carboxylic acids and subsequently proven to be suitable for the synthesis of surface‐anchored MOF thin films.

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Verlagsausgabe §
DOI: 10.5445/IR/1000129581
Veröffentlicht am 10.02.2021
Cover der Publikation
Zugehörige Institution(en) am KIT Institut für Organische Chemie (IOC)
Institut für Funktionelle Grenzflächen (IFG)
Institut für Nanotechnologie (INT)
Fakultät für Maschinenbau (MACH)
Publikationstyp Zeitschriftenaufsatz
Publikationsmonat/-jahr 01.2021
Sprache Englisch
Identifikator ISSN: 0947-6539, 1521-3765
KITopen-ID: 1000129581
Erschienen in Chemistry - a European journal
Verlag Wiley
Band 27
Heft 4
Seiten 1390–1401
Vorab online veröffentlicht am 10.12.2020
Schlagwörter heterocycles; metal–organic frameworks; nitrogen heterocycles; porphyrinoids; thin films
Nachgewiesen in Dimensions
Scopus
Web of Science
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