Novel intramolecular π-π-interaction in a BODIPY system by oxidation of a single selenium center: geometrical stamping and spectroscopic and spectrometric distinctions.
Youngsam KimTaehong JunSandip V MulaySudesh T ManjareJinseong KwakYunho LeeDavid G ChurchillPublished in: Dalton transactions (Cambridge, England : 2003) (2018)
A new BODIPY system displaying an intramolecular π-π-interaction was synthesized and studied. When the selenium center was oxidized, the substituted phenyl group undergoes π-π stacking with one side of the BODIPY core. The oxidized form showed, not only a down-field shift in the NMR peak, but also splitting due to geometrical changes that arise when going from Cs to C1. The compound was characterized by X-ray diffraction; DFT methods helped elucidate the influence of the unexpected π-π stack and its connection to the photophysical properties imparted by the Se oxidation.
Keyphrases
- fluorescent probe
- molecular docking
- living cells
- high resolution
- low density lipoprotein
- hydrogen peroxide
- solid state
- magnetic resonance
- energy transfer
- molecular dynamics simulations
- crystal structure
- single molecule
- electron microscopy
- magnetic resonance imaging
- high performance liquid chromatography
- density functional theory
- visible light
- electron transfer
- mass spectrometry
- dual energy
- computed tomography
- tandem mass spectrometry
- contrast enhanced