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2‐ and 3‐Monohalogenated BODIPY Dyes and Their Functionalized Analogues: Synthesis and Spectroscopy
Author(s) -
Leen Volker,
Leemans Tom,
Boens Noël,
Dehaen Wim
Publication year - 2011
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201100324
Subject(s) - chemistry , bodipy , cycloaddition , reactivity (psychology) , nucleophilic substitution , click chemistry , combinatorial chemistry , nucleophile , photochemistry , nucleophilic aromatic substitution , ultraviolet visible spectroscopy , fluorescence , catalysis , organic chemistry , medicine , physics , alternative medicine , pathology , quantum mechanics
Starting from appropriately halogenated acylpyrroles, a wide range of reactive 4,4‐difluoro‐4‐bora‐3a,4a‐diaza‐ s ‐indacene (BODIPY) derivatives can be obtained. The fluorescent dyes display excellent reactivity in nucleophilic aromatic substitution, transition‐metal‐catalyzed cross‐coupling and copper‐catalyzed cycloaddition to azides (click chemistry). The spectral properties of the starting and final difluoroboron dipyrromethenes are discussed as a function of their structure.