Switching of Aromatic Free Base Triphyrin(2.1.1) to Antiaromatic Phosphorus(V) Complexes of Triphyrin(2.1.1).
Kamakshya Nath PandaRima SenguptaAnkit KumarMangalampalli RavikanthPublished in: The Journal of organic chemistry (2021)
The aromatic 14π meso-tetraaryl triphyrin(2.1.1)s were switched to stable antiaromatic 16π P(V) complexes of triphyrin(2.1.1) by refluxing free base triphyrin(2.1.1)s with PCl3 in a mixture of solvents toluene/triethylamine for 4 h. The P(V) triphyrin(2.1.1)s were characterized by high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy and their properties were studied in detail by absorption, electrochemical, and density functional theory (DFT) studies. The studies suggested that PCl3 reduces 14π triphyrins to 16π triphyrins, which were then complexed to form stable antiaromatic P(V) complexes.
Keyphrases
- density functional theory
- high resolution mass spectrometry
- magnetic resonance
- liquid chromatography
- molecular dynamics
- gold nanoparticles
- gas chromatography
- case control
- mass spectrometry
- computed tomography
- molecular docking
- risk assessment
- tandem mass spectrometry
- crystal structure
- molecular dynamics simulations
- bone regeneration