Title: Structure and properties of phosphonium ylides obtained by the reaction of 3-phosphorylated 1,4-dichloro-2-aza-1,3-dienes with sodium-azide
Authors: Van Meervelt, Luc ×
Vydzhak, Rn
Brovarets, Vs
Mishchenko, Ni
Drach, Bs #
Issue Date: Jan-1994
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron vol:50 issue:6 pages:1889-1898
Abstract: The substituted vinylphosphonium salts of the general formula RCCl=C(N=CClAr)P(+)Ph(3) Cl- react with an excess of sodium azide in a peculiar manner. As a result, phosphonium ylides are produced. They are stabilized with a nitrile and a 5-aryltetrazol-1-yl group or with two substituted tetrazolyl residues as confirmed by X-ray structural analysis. All the ylides obtained exhibit low reactivity and do not enter into the Wittig reaction, but one of them was found to undergo the following sequence of transformations: N drop C-C=P- --> H2N-CO-C=P- --> -P=N-CO-CH2-.
ISSN: 0040-4020
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Biochemistry, Molecular and Structural Biology Section
× corresponding author
# (joint) last author

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