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Synthesis 2008(21): 3525-3529  
DOI: 10.1055/s-0028-1083172
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Chemoselective Synthesis of New Functionalized Tri(pyridinium) Triflates and Tosylates bearing Chalcogenophosphoryl Moieties

Nina K. Gusarova*, Nina I. Ivanova, Pavel A. Volkov, Ludmila I. Larina
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russian Federation
Fax: +7(3952)419346; e-Mail: gusarova@irioch.irk.ru;
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Publication History

Received 26 June 2008
Publication Date:
16 October 2008 (online)

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Abstract

Tris[2-(2-pyridyl)ethyl]phosphine chalcogenides, prepared easily from 2-vinylpyridine and phosphorus red, react chemoselectively with three equivalents of 4-toluenesulfonic or trifluoromethanesulfonic acids under mild conditions (THF, r.t., 50-80 min, THF) to give the corresponding tri(pyridinium) triflates and tosylates in quantitative yields.

Key words

tris[2-(2-pyridyl)ethyl]phosphine oxide - tris[2-(2-pyridyl)ethyl]phosphine sulfide - tris[2-(2-pyridyl)ethyl]phosphine selenide - 4-toluenesulfonic acid - trifluoromethanesulfonic acid - quaternization reactions - tri(pyridinium) triflates and tosylates

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