Litcius/Paper detail

Rigid π-Extended Boron Difluoride Complex with Mega-Stokes Shift for Bioimaging

Miriam Más‐Montoya, María F. Montenegro, Arturo Espinosa Ferao, Alberto Tárraga, José Neptuno Rodrı́guez-López, David Curiel

2020Organic Letters50 citationsDOI

Abstract

The rational design of a rigid π-extended ligand, suitable for the formation of four-coordinate boron complexes, has led to the synthesis of the fused hexacyclic structure of carbazolo[2,1-c]phenanthridine. The photophysical characterization of the novel fluorophore revealed a significant Stokes shift whose intramolecular charge transfer origin has been corroborated by computational calculations. The usefulness of the reported N,N-difluoroboryl complex as fluorescent probe with large Stokes shift has been demonstrated for cancer cells imaging.

Topics & Concepts

Stokes shiftChemistryIntramolecular forceFluorophoreFluorescenceBoronPhenanthridineLigand (biochemistry)BODIPYPhotochemistryComputational chemistryStereochemistryOrganic chemistryOpticsBiochemistryReceptorPhysicsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionOrganic Light-Emitting Diodes Research