Expedient one-pot organometallics-free synthesis of tris(2-pyridyl)phosphine from 2-bromopyridine and elemental phosphorus

2-Bromopyridine reacts with elemental phosphorus (red or white) in a superbasic KOH/DMSO(H2O) suspension at 100 °C (for red phosphorus) and 75 °C (for white phosphorus) over 3 h to afford tris(2-pyridyl)phosphine in a 62% yield (from red phosphorus) and a 50% yield (from white phosphorus). Under microwave assistance, the reaction with red phosphorus takes just 20 min to produce tris(2-pyridyl)phosphine in 53% yield. A hitherto unknown complex, [Pd(PPy3)2Cl2]·CH2Cl2, synthesized from tris(2-pyridyl)phosphine and PdCl2, has the cis-configuration; this is unusual for bis(phosphino)palladium dichloride complexes.

Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slide