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Chemistry. 2017 Jul 26;23(42):10058-10067. doi: 10.1002/chem.201700954. Epub 2017 May 24.

Rigidly Tethered Bis-phosphoric Acids: Generation of Tunable Chiral Fluorescent Frameworks and Unexpected Selectivity for the Detection of Ferric Ions.

Chemistry (Weinheim an der Bergstrasse, Germany)

Frescilia Octa-Smolin, Raja Mitra, Maike Thiele, Constantin G Daniliuc, Linda Stegemann, Cristian Strassert, Jochen Niemeyer

Affiliations

  1. Institute of Organic Chemistry and Center for Nanointegration Duisburg-Essen (CENIDE), University of Duisburg-Essen, Universitätsstrasse 7, 45141, Essen, Germany.
  2. Institute of Organic Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149, Münster, Germany.
  3. Institute of Physics-Center for Nanotechnology, Westfälische Wilhelms-Universität Münster, Heisenbergstrasse 11, 48149, Münster, Germany.

PMID: 28421632 DOI: 10.1002/chem.201700954

Abstract

We describe the straightforward synthesis of a series of bis-phosphoric acids (R,R)-1 a-d, featuring two chiral 1,1'-binaphthyl-phosphoric acid units that are tethered by rigid, π-conjugated linkers. The nature of the linker has a profound influence on the properties of the bis-phosphoric acids, such as their self-association behavior and their interaction with metal ions. This led to the identification of one preferred bis-phosphoric acid (R,R)-1 d, which shows selective fluorescence quenching in the presence of ferric ions (Fe

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: fluorescence; iron; phosphoric acids; sensors; supramolecular chemistry

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