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Robust Synthesis of NIR-Emissive P-Rhodamine Fluorophores
preprintsubmitted on 19.01.2020, 02:58 and posted on 21.01.2020, 10:09 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.