Chasing BODIPY: Enhancement of luminescence in homoleptic bis(dipyrrinato) Zn ^II complexes utilizing symmetric and unsymmetrical dipyrrins

Tungulin, Dmitry, Leier, Julia, Carter, Anthony B., Powell, Annie K., Albuquerque, Rodrigo Q., Unterreiner, Andreas N. and Bizzarri, Claudia (2019) Chasing BODIPY: Enhancement of luminescence in homoleptic bis(dipyrrinato) Zn ^II complexes utilizing symmetric and unsymmetrical dipyrrins. Chemistry - A European Journal, 25 (15), 3816-3827. (doi:10.1002/chem.201806330).

Abstract

Dipyrromethene metal complexes are fascinating molecules that have applications as light-harvesting systems, luminophores, and laser dyes. Recently, it has been shown that structurally rigid bis(dipyrrinato) zinc(II) complexes exhibit high fluorescence with comparable quantum yields to those of boron dipyrromethenes or BODIPYs. Herein, eight new bis(dipyrrinato) Zn ^II complexes, obtained from symmetric and unsymmetrical functionalization of the dipyrromethene structure through a Knoevenagel reaction, are reported. It was possible not only to vary the maximum visible absorption from 490 to 630 nm, but also to enhance the emission quantum yield up to 66 %, which is extraordinarily high for homoleptic bis(dipyrrinato) zinc complexes. These results pave the way for designing highly luminescent bis(dipyrrinato) zinc complexes.

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