One-Pot Reaction of Secondary
Phosphine Selenides with Selenium and Nitrogen Bases:
A Novel Synthesis of Diorganodiselenophosphinates

Boris A. Trofimov; Alexander V. Artem’ev; Nina K. Gusarova; Svetlana F. Malysheva; Sergei V. Fedorov; Olga N. Kazheva; Grigorii G. Alexandrov; Oleg A. Dyachenko

doi:10.1055/s-0029-1216948

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Synthesis 2009(19): 3332-3338
DOI: 10.1055/s-0029-1216948

PAPER

One-Pot Reaction of Secondary Phosphine Selenides with Selenium and Nitrogen Bases: A Novel Synthesis of Diorganodiselenophosphinates

Boris A. Trofimov*^a, Alexander V. Artem’ev^a, Nina K. Gusarova^a, Svetlana F. Malysheva^a, Sergei V. Fedorov^a, Olga N. Kazheva^b, Grigorii G. Alexandrov^b, Oleg A. Dyachenko^b
^a A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation, Fax: +7(3952)419346; e-Mail: boris_trofimov@irioch.irk.ru;
^b Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 Academician N. N. Semenov Str., 142432 Chernogolovka, Russian Federation

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Publication History

Received 15 May 2009
Publication Date:
21 August 2009 (online)

Abstract
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Abstract

A three-component reaction of secondary phosphine selenides R₂P(Se)H [R = PhCH₂CH₂, PhCH(Me)CH₂, 4-t-BuC₆H₄CH₂CH₂, (2-methyl-5-pyridyl)CH₂CH₂, Ph], elemental selenium, and primary, secondary, and tertiary amines and diamines proceeds under mild conditions (25-85 ˚C, 1-90 min) in tetrahydrofuran-ethanol as medium to give previously unknown mono-, di-, and triorganoammonium salts of diorganodiselenophosphinates in high yields (up to 99%).

Key words

secondary phosphine selenides - elemental selenium - amines - three-component atom-economic reactions - diselenophosphinates - phosphorus compounds

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