Divergent Synthesis of Dihydroxanthene-Hemicyanine Fused Near-Infrared Fluorophores through the Late-Stage Amination of a Bifunctional Precursor

Michelle Jui Hsien Ong (1) , Rajavel Srinivasan (1) , Anthony Romieu (2, 3) , Jean-Alexandre Richard (1)

1 ICES - Institute of Chemical and Engineering Sciences (ICES)
2 IUF - Institut universitaire de France
3 ICMUB - Institut de Chimie Moléculaire de l'Université de Bourgogne [Dijon]

A late-stage amination of a bifunctional dihydroxanthene (DHX) scaffold is reported to access a wide variety of new near-infrared (NIR) chromophores/fluorophores. The divergent approach allows the coupling of aliphatic and aromatic amines and readily provides molecular diversity shedding light on the structure fluorescence relationship of this emerging class of NIR fluorophores.

Mots clés: photoinduced electron-transfer; fluorescent-probes; in-vivo; spectroscopic properties; emerging applications; living cells; design; dyes; unique; library

Domaines: Chimie; Chimie organique

Michelle Jui Hsien Ong, Rajavel Srinivasan, Anthony Romieu, Jean-Alexandre Richard. Divergent Synthesis of Dihydroxanthene-Hemicyanine Fused Near-Infrared Fluorophores through the Late-Stage Amination of a Bifunctional Precursor. Organic Letters, 2016, 18 (19), pp.5122-5125. ⟨10.1021/acs.orgiett.6b02564⟩. ⟨hal-01403946⟩