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Selenophilic reaction of organolithium and magnesium reagents with phosphinoselenoic chlorides

Selenophilic reaction of organolithium and magnesium reagents with phosphinoselenoic chlorides The reaction of phosphinoselenoic chlorides 1 with various organolithium and magnesium reagents was studied. Sequential reaction of phosphinoselenoic chlorides 1 with organolithium and magnesium reagents and elemental selenium gave two types of products, phosphine selenides 2 and phosphinodiselenoic acid esters 3. The esters 3 appeared to be formed via the selenophilic reaction of organolithium and magnesium reagents with the chlorides 1. Molecular orbital calculations were carried out for model compounds H2P(E)Cl (E = O, S and Se) to determine their electronic structures. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:185–191, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20091 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Selenophilic reaction of organolithium and magnesium reagents with phosphinoselenoic chlorides

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References (10)

Publisher
Wiley
Copyright
Copyright © 2005 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.20091
Publisher site
See Article on Publisher Site

Abstract

The reaction of phosphinoselenoic chlorides 1 with various organolithium and magnesium reagents was studied. Sequential reaction of phosphinoselenoic chlorides 1 with organolithium and magnesium reagents and elemental selenium gave two types of products, phosphine selenides 2 and phosphinodiselenoic acid esters 3. The esters 3 appeared to be formed via the selenophilic reaction of organolithium and magnesium reagents with the chlorides 1. Molecular orbital calculations were carried out for model compounds H2P(E)Cl (E = O, S and Se) to determine their electronic structures. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:185–191, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20091

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2005

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