Litcius/Paper detail

BOSHPY Fluorophores: BODIPY Analogues with Single Atom Controlled Aggregation

Briana R. Schrage, Victor N. Nemykin, Christopher J. Ziegler

2021Organic Letters25 citationsDOI

Abstract

The reaction of diiminoisoindoline and iminoxoisoindoline with aminoazoles results in the formation of bidentate chelates that can be considered a semihemiporphyrazine. These chelates react with BF3 to produce fluorescent compounds that are structurally analogous to the BODIPY dyes. These difluoroboron semihemiporphyrazines (BOSHPYs) aggregate, and the type of aggregation (H or J) is determined by a single atom at the periphery of the ligand (O or N). Notably, the imine terminated compounds remain fluorescent upon aggregation.

Topics & Concepts

BODIPYChemistryImineFluorescenceChelationDenticityLigand (biochemistry)Aggregation-induced emissionPhotochemistryCombinatorial chemistryStereochemistryMetalOrganic chemistryBiochemistryPhysicsQuantum mechanicsCatalysisReceptorLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionPorphyrin and Phthalocyanine Chemistry