Access to 2,6-Dipropargylated BODIPYs as “Clickable” Congeners of Pyrromethene-567 Dye: Photostability and Synthetic Versatility
Clara Uriel, Ana M. Gómez, Enrique García Martínez de la Hidalga, Jorge Bañuelos, Inmaculada García‐Moreno, J. Cristobal López
Abstract
Hitherto unreported 2,6-dipropargyl-1,3,5,7-tetramethyl BODIPYs can be efficiently prepared by a Nicholas reaction/decomplexation protocol from 1,3,5,7-tetramethyl BODIPYs. The title compounds, which improve the BODIPY photostability by retaining their inherent photophysical and photochemical properties, can be engaged in efficient copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) "click-type" reactions with azido derivatives to provide all-BODIPY-triads or conjugated BODIPYs.
Topics & Concepts
ChemistryBODIPYCycloadditionAzidePhotochemistryClick chemistryConjugated systemCombinatorial chemistryAlkyneFluorescenceCatalysisOrganic chemistryPolymerQuantum mechanicsPhysicsLuminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsPorphyrin and Phthalocyanine Chemistry