
Canadian Journal of Chemistry p. 1200 - 1208 (1993)
Update date:2022-08-02
Topics:
Kandri Rodi, Youssef
Lopez, Lucien
Malavaud, Christian
Boisdon, Marie-Therese
Fayet, Jean-Pierre
The synthesis of new 1, 2, 4, 3-triazaphospholes is described: a number of 5-methylthio 1, 2, 4, 3-triazaphospholes, substituted in the 1, 2, or 4 position. The 1, 5-disubstituted compound 6 is stable, whereas 2, 5-disubstituted compounds 14 and 16 undergo an equilibrium with their tetrameric form, the cyclotetraphosphazanes [14]4 and [16]4. 5-Methylthio 4-alkyl 1, 2, 4, 3-triazaphospholes exist only in the tetrameric forms [12]4 and [13]4. [12]4 can be depolymerized by com-plexation with a Lewis acid, giving the complexed triazaphosphole 12 ? BF3. The 15N NMR spectrum of compound 16, the N-silylated derivative of 15, allows us to confirm the position of the trimethylsilyl group. MNDO calculations are in good agreement with experimental results, such as the reaction of 1, 4-diazadienes with triazaphospholes providing new tetracoordinated phosphorus spirocompounds 21-25.
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Doi:10.1007/BF00531546
(1993)Doi:10.1023/A:1021630228084
(2002)Doi:10.1002/cctc.201300545
(2013)Doi:10.1039/c3ob42522c
(2014)Doi:10.1002/hlca.19650480729
(1965)Doi:10.1016/j.tet.2013.12.037
(2014)