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[1,2,3]Triazolo[1,5-a]pyridyl phosphines reflecting the influence of phosphorus lone pair orientation on spectroscopic properties

2010; Royal Society of Chemistry; Volume: 40; Issue: 6 Linguagem: Inglês

10.1039/c0dt01183e

1477-9234

Rafael Ballesteros‐Garrido, L. Bonnafoux, Fernando Blanco, Rafaél Ballesteros, Frédéric R. Leroux, Belén Abarca, Françoise Colobert, Ibón Alkorta, José Elguero,

Synthesis and biological activity

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.