Functionalization of λ5-Phosphinines via Metalation Strategies – A New Route towards Fluorescent 3D-Aromatics

We present herein the straightforward functionalization of λ5-phosphinine derivatives using organometallic strategies. Halogen-zinc and -magnesium exchanges were successfully performed employing Et2Zn·2Oamyl or i PrMgCl·LiCl species under smooth reaction conditions. Such method allowed access to a wide range of sophisticated architectures, photophysical studies of which demonstrated interesting fluorescence properties. With the possibility of using such fluorescence in biomarking, λ5-phosphinines were grafted on a few glycosides, nucleosides and pharmaceutically relevant moieties.