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2-(Isopropoxy)-4,12-diphenyl-4-(trifluoromethyl)-1,13-dithia-3,11-diazadispiro[4.0.4.3]trideca-2,11-diene


Linden, Anthony; Bojkova, Nina; Heimgartner, Heinz (1998). 2-(Isopropoxy)-4,12-diphenyl-4-(trifluoromethyl)-1,13-dithia-3,11-diazadispiro[4.0.4.3]trideca-2,11-diene. Acta Crystallographica. Section C: Crystal Structure Communications, 54(3):373-376.

Abstract

The title compound, C25H25F3N2OS2, is one of two isomeric 1:1 cycloadducts of a thermally generated isopropoxy-substituted nitrile ylide and 2-phenyl-3-thia-1-azaspiro[4.4]non-1-ene-4-thione. The structure shows the regiochemistry of the formation of the major isomer. The cyclopentane ring is disordered and shows both a half-chair and an envelope conformation. The heterocyclic rings have envelope conformations. The C-C bonds involving the heterocyclic spiro C atom are elongated due to electronic effects from the neighbouring S atoms. Delocalization effects result in asymmetric S-C bond lengths.

Abstract

The title compound, C25H25F3N2OS2, is one of two isomeric 1:1 cycloadducts of a thermally generated isopropoxy-substituted nitrile ylide and 2-phenyl-3-thia-1-azaspiro[4.4]non-1-ene-4-thione. The structure shows the regiochemistry of the formation of the major isomer. The cyclopentane ring is disordered and shows both a half-chair and an envelope conformation. The heterocyclic rings have envelope conformations. The C-C bonds involving the heterocyclic spiro C atom are elongated due to electronic effects from the neighbouring S atoms. Delocalization effects result in asymmetric S-C bond lengths.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:1998
Deposited On:12 Nov 2013 14:14
Last Modified:07 Dec 2017 23:34
Publisher:Wiley-Blackwell
ISSN:0108-2701
Funders:Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel
Publisher DOI:https://doi.org/10.1107/S010827019701648X

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