0000000000914859
AUTHOR
Laurence Bonnafoux
The [1,2,3]triazolo[1,5-a]pyridine ring: a sensitive sensor for the electronic profile of phosphorus substituents.
The unique nature of the [1,2,3]triazolo[1,5-a]pyridine reveals without any external perturbation the electronic contribution of various substituents to the phosphorus atom in phosphines, based on the equilibrium of two possible ring-chain isomers.
[1,2,3]Triazolo[1,5-a]pyridyl phosphines reflecting the influence of phosphorus lone pair orientation on spectroscopic properties
A series of new triazolopyridine-based phosphines has been prepared. These compounds revealed unexpected spectroscopic patterns. In particular, the NMR spectra are highly dependent on the relative conformational preference of the phosphine substituent at C7. Here, we report on their complete NMR analysis, X-ray structures and DFT calculations that confirm the particular arrangement of the phosphorus lone pair orbital related to the substituent pattern of the chosen phosphine.