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First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids.


ABSTRACT: An efficient approach to the synthesis of diamides of 4,7-difluoro-1,10-phenanthroline-2,9-dicarboxylic acid was elaborated. Direct nucleophilic substitution with 4,7-dichloro-1,10-phenanthroline precursors opened access to difluoro derivatives in high yield. As a result, four new fluorinated ligands were prepared in up to 88% yield. Their structure was proved by a combination of spectral methods and X-ray data. A set of lanthanoid complexes was prepared to demonstrate the utility of new ligands. The structure of the complexes was studied in solid state (IR-spectroscopy, X-ray diffraction) and in solution (NMR-spectroscopy).

SUBMITTER: Avagyan NA 

PROVIDER: S-EPMC9330590 | biostudies-literature | 2022 Jul

REPOSITORIES: biostudies-literature

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First Example of Fluorinated Phenanthroline Diamides: Synthesis, Structural Study, and Complexation with Lanthanoids.

Avagyan Nane A NA   Lemport Pavel S PS   Lysenko Konstantin A KA   Gudovannyy Alexey O AO   Roznyatovsky Vitaly A VA   Petrov Valentine S VS   Vokuev Mikhail F MF   Ustynyuk Yuri A YA   Nenajdenko Valentine G VG  

Molecules (Basel, Switzerland) 20220723 15


An efficient approach to the synthesis of diamides of 4,7-difluoro-1,10-phenanthroline-2,9-dicarboxylic acid was elaborated. Direct nucleophilic substitution with 4,7-dichloro-1,10-phenanthroline precursors opened access to difluoro derivatives in high yield. As a result, four new fluorinated ligands were prepared in up to 88% yield. Their structure was proved by a combination of spectral methods and X-ray data. A set of lanthanoid complexes was prepared to demonstrate the utility of new ligands  ...[more]

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