A careful choice of the pyrrole building blocks allows the synthesis of a wide range of monohalogenated BODIPY dyes with excellent reactivity in palladium catalyzed coupling reactions.

Organo-boron compounds S 0040 A Versatile, Modular Synthesis of Monofunctionalized BODIPY Dyes. -A series of BODIPY dyes is prepared by reaction of acylhalopyrroles with substituted pyrroles (IV) followed by treatment of the intermediate dipyrromethene with boron trifluoride etherate. Sonogashira and Suzuki reactions of the halogenated products (V) gives rise to substituted BODIPY dyes such as (VII) and (IX). -(LEEN, V.; BRAEKEN, E.; LUCKERMANS, K.; JACKERS, C.; VAN DER AUWERAER, M.; BOENS, N.; DEHAEN*, W.; Chem. Commun. (Cambridge) 2009, 30, 4515-4517; Dep. Chem., Kathol. Univ. Leuven, B-3001 Leuven, Belg.; Eng.) -R. Staver 50-190