Modular Synthesis of trans-A₂ B₂ -Porphyrins with Terminal Esters: Systematically Extending the Scope of Linear Linkers for Porphyrin-Based MOFs.

ABSTRACT: Differently 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-A₂ B₂ -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.

SUBMITTER: Marschner SM 

PROVIDER: S-EPMC7898653 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature