Triple dehydrofluorination as a route to amidine-functionalized, aromatic phosphorus heterocycles.

Nathan T ColesLucie J GrothLea Dettling Daniel S FrostMassimo RigoSamuel E Neale Christian Müller

Published in: Chemical communications (Cambridge, England) (2022)

An unexpected route to hitherto unknown amidine-functionalized phosphinines has been developed that is rapid and simple. Starting from primary amines and CF 3 -substituted λ 3 ,σ 2 -phosphinines, a cascade of dehydrofluorination reactions leads selectively to ortho -amidinephosphinines. DFT calculations reveal that this unusual transformation can take place via a series of nucleophilic attacks at the electrophilic, low-coordinate phosphorus atom.

Keyphrases

density functional theory
molecular dynamics
molecular docking
quantum dots
sewage sludge
cystic fibrosis
molecular dynamics simulations
molecularly imprinted
genome wide
single cell
loop mediated isothermal amplification
dna methylation
mass spectrometry
solid phase extraction