2,6-Dihalo-9-selenabicyclo[3.3.1]nonanes and their complexes with selenium dihalides: synthesis and structural characterisation

Vladimir A. Potapov; Svetlana V. Amosova; Elena V. Abramova; Maxim V. Musalov; Konstantin A. Lyssenko; M. G. Finn

doi:10.1039/C5NJ00684H

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2,6-Dihalo-9-selenabicyclo[3.3.1]nonanes and their complexes with selenium dihalides: synthesis and structural characterisation†

Vladimir A. Potapov,*^a Svetlana V. Amosova,^a Elena V. Abramova,^a Maxim V. Musalov,^a Konstantin A. Lyssenko^b and M. G. Finn^c

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* Corresponding authors

^a A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russian Federation
E-mail: v.a.potapov@mail.ru
Fax: +7 3952 419346
Tel: +7 3952 424954

^b A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov Str., 117813 Moscow, Russian Federation

^c Department of Chemistry, The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, USA

Abstract

The transannular addition of SeCl₂ and SeBr₂ to cis,cis-cycloocta-1,5-diene affords 2,6-dihalo-9-selenabicyclo[3.3.1]nonanes in high yields. The latter react with SeCl₂ and SeBr₂ to form the 2 : 1 complexes, which are the first representatives of coordination compounds with the Se⋯Se⋯Se bonds. X-ray crystallographic data of the obtained compounds are discussed. In contrast to 2,6-dihalo-9-selenabicyclo[3.3.1]nonanes, tetrahydroselenophene does not form complexes with SeCl₂ and SeBr₂ giving 1,1-dihalotetrahydroselenophenes.

This article is part of the themed collection: Selenium & Tellurium chemistry at the beginning of the 3rd millennium: a celebration of ICCST

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DOI: https://doi.org/10.1039/C5NJ00684H
Article type: Paper
Submitted: 19 Mar 2015
Accepted: 27 Jul 2015
First published: 27 Jul 2015

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New J. Chem., 2015,39, 8055-8059

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2,6-Dihalo-9-selenabicyclo[3.3.1]nonanes and their complexes with selenium dihalides: synthesis and structural characterisation

V. A. Potapov, S. V. Amosova, E. V. Abramova, M. V. Musalov, K. A. Lyssenko and M. G. Finn, New J. Chem., 2015, 39, 8055 DOI: 10.1039/C5NJ00684H

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New Journal of Chemistry

2,6-Dihalo-9-selenabicyclo[3.3.1]nonanes and their complexes with selenium dihalides: synthesis and structural characterisation†

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2,6-Dihalo-9-selenabicyclo[3.3.1]nonanes and their complexes with selenium dihalides: synthesis and structural characterisation

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