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

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

Journal

Tetrahedron Letters
ISSN: 0040-4039

Output data

Year: 2012, Volume: 53, Number: 19, Pages: 2424-2427 Pages count : DOI: 10.1016/j.tetlet.2012.03.004

Tags

2-Bromopyridine; Palladium complexes; Phosphorus; Tris(2-pyridyl)phosphine; Superbasic systems

Authors

Trofimov Boris A. ¹ , Artem'ev Alexander V. ¹ , Malysheva Svetlana F. ¹ , Gusarova Nina K. ¹ , Belogorlova Nataliya A. ¹ , Korocheva Anastasiya O. ¹ , Gatilov Yuriy V. ² , Mamatyuk Victor I. ²

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, AE Favorsky Irkutsk Inst Chem, 1 Favorsky Str, Irkutsk 664033, Russia
2	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk 630090, Russia

2-Bromopyridine reacts with elemental phosphorus (red or white) in a superbasic KOH/DMSO(H2O) suspension at 100 degrees C (for red phosphorus) and 75 degrees 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-pyriclyl)phosphine in 53% yield. A hitherto unknown complex, [Pd(PPy3)(2)Cl-2]center dot CH2Cl2, synthesized from tris(2-pyridyl)phosphine and PdCl2, has the cis-configuration; this is unusual for bis(phosphino)palladium dichloride complexes. (C) 2012 Elsevier Ltd. All rights reserved.

Trofimov B.A. , Artem'ev A.V. , Malysheva S.F. , Gusarova N.K. , Belogorlova N.A. , Korocheva A.O. , Gatilov Y.V. , Mamatyuk V.I.
Expedient one-pot organometallics-free synthesis of tris(2-pyridyl)phosphine from 2-bromopyridine and elemental phosphorus
Tetrahedron Letters. 2012. V.53. N19. P.2424-2427. DOI: 10.1016/j.tetlet.2012.03.004 WOS Scopus РИНЦ

Published print:

May 1, 2012

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