[a]-Phenanthrene-Fused BF Azadipyrromethene (AzaBODIPY) Dyes as Bright Near-Infrared Fluorophores.

J Org Chem

Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base) and School of Chemistry and Materials Science, Anhui Normal University, No.1 East Beijing Road, Wuhu, 241000 Anhui, China.

Published: October 2017

A new substitution pattern of BF azadipyrromethene (azaBODIPY) dyes was obtained by phenanthrene fusion through a key palladium-catalyzed intramolecular C-H activation reaction. These [a]-phenanthrene-fused azaBODIPYs have a near planar structure of the phenanthrene-fused azadipyrromethene core in the crystalline state. The chromophore absorbs (log ε > 5) and fluoresces (ϕ = 0.32-0.38) strongly above 700 nm with excellent photostability and may be used as an attractive bright NIR bioimaging agent.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.joc.7b01803DOI Listing

Publication Analysis

Top Keywords

azadipyrromethene azabodipy
8
azabodipy dyes
8
[a]-phenanthrene-fused azadipyrromethene
4
dyes bright
4
bright near-infrared
4
near-infrared fluorophores
4
fluorophores substitution
4
substitution pattern
4
pattern azadipyrromethene
4
dyes phenanthrene
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!