C*-BODIPYs: Exploring a New Strategy to Transfer Chirality towards BODIPY Chiroptics

Abstract

C*-BODIPYs, that is, boron dipyrromethenes (BODIPYs) which have chiral carbons attached directly to the boron center, are introduced for the first time. These novel chiral BODIPYs mean a new strategy for the chiral perturbation of the inherently achiral BODIPY chromophore that is directed to enable chiroptical properties. Their preparation is very simple and only implies the complexation of a dipyrrin with an enantiopure dialkylborane having boron bonded to chiral carbons.

Synthesis, Structure and Photophysical Properties of a New Class of Inherently Chiral Boron(III) Chelates—The tert‐Leucine Complexes

“…Because of their invaluable optical and opto‐electronic properties, there have been numerous prior reports of chiral B(III) chelates. For example, a new class of chiral BODIPYs was introduced [54] recently whereby chiral carbon atoms are attached directly to the boron centre. These compounds, by taking advantage of the inherent absorption and fluorescence properties of the BODIPY nucleus, look promising in terms of advanced chiroptical properties, including circularly polarised luminescence.…”