Synthesis of novel fluorescent 3-pyrrolyl BODIPYs and their derivatives

3-Pyrrolyl BODIPYs absorb and emit at longer wavelengths with better quantum yields and singlet state lifetimes than BODIPYs due to the presence of an additional pyrrole ring at 3-position. The α-position of the appended pyrrole ring has been functionalized with a wide range of functional groups and these functionalized 3-pyrrolyl BODIPYs are very useful synthons to synthesize several interesting complex 3-pyrrolyl BODIPY-based derivatives. Furthermore, the meso-aryl functionalized 3-pyrrolyl BODIPYs as well as pyrrole functionalized 3-pyrrolyl BODIPYs have also been synthesized and used for the synthesis of a variety of fluorescent 3-pyrrolyl BODIPY-based conjugates. This review article describes different synthetic approaches employed for the synthesis of 3-pyrrolyl BODIPYs, functionalized 3-pyrrolyl BODIPYs and their use in the synthesis of more elaborate 3-pyrrolyl BODIPY-based fluorophores.

Authors

Publication Details

Journal
Tetrahedron Chem
Published
2025-01-22
DOI
https://doi.org/10.1016/j.tchem.2025.100121
Citations
3
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
1.55
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article

Synthesis of novel fluorescent 3-pyrrolyl BODIPYs and their derivatives

Mangalampalli Ravikanth, Vratta Grover
3 citations
Tetrahedron Chem
Luminescence and Fluorescent Materials
1.55
article

Synthesis of novel fluorescent 3-pyrrolyl BODIPYs and their derivatives

Mangalampalli Ravikanth, Vratta Grover
article en
3 citations

Abstract

3-Pyrrolyl BODIPYs absorb and emit at longer wavelengths with better quantum yields and singlet state lifetimes than BODIPYs due to the presence of an additional pyrrole ring at 3-position. The α-position of the appended pyrrole ring has been functionalized with a wide range of functional groups and these functionalized 3-pyrrolyl BODIPYs are very useful synthons to synthesize several interesting complex 3-pyrrolyl BODIPY-based derivatives. Furthermore, the meso-aryl functionalized 3-pyrrolyl BODIPYs as well as pyrrole functionalized 3-pyrrolyl BODIPYs have also been synthesized and used for the synthesis of a variety of fluorescent 3-pyrrolyl BODIPY-based conjugates. This review article describes different synthetic approaches employed for the synthesis of 3-pyrrolyl BODIPYs, functionalized 3-pyrrolyl BODIPYs and their use in the synthesis of more elaborate 3-pyrrolyl BODIPY-based fluorophores.

Tetrahedron ChemVol. 13
Openalex Percentile: Top 20%
Luminescence and Fluorescent Materials
1.55
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