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 ). Thus, (R,R)-1 d could be applied for the detection of Fe , even in the presence of a variety of other metal ions. The chiral nature of the bis-phosphoric acid enables the interaction with Fe to be followed by CD spectroscopy, providing a complementary detection mode with the same probe.

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http://dx.doi.org/10.1002/chem.201700954DOI Listing

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