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Robust Synthesis of NIR-Emissive P-Rhodamine Fluorophores

preprint
submitted on 19.01.2020 and posted on 21.01.2020 by Maria Sauer, Veselin Nasufovic, Hans-Dieter Arndt, Ivan Vilotijevic
P-rhodamines were accessed by implementing a robust three step sequence consisting of (i) addition of m-metallated anilines to dichlorophosphine oxides, (ii) selective dibromination, and (iii) cyclization of the diaryllithium reagents derived from the dibromides to form the dihydroacridophosphine core of P-rhodamines. A modified route to produce non-symmetric P-rhodamines was additionally developed. A library of the prepared P-rhodamines provides first insight into dependence of fluorophore properties on the structure of P-rhodamines. A P-rhodamine with highest batochromic shifts and quantum yields in the class was identified.

Funding

Carl Zeiss Foundation

History

Email Address of Submitting Author

ivan.vilotijevic@uni-jena.de

Institution

Friedrich Schiller University Jena

Country

Germany

ORCID For Submitting Author

0000-0001-6199-0632

Declaration of Conflict of Interest

No conflict of interest.

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in Organic & Biomolecular Chemistry

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