ISSN:
0947-3440
Keywords:
Phosphorus
;
Ylides
;
Flash pyrolysis
;
Alkynes
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Six examples of the β,β′,γ,γ′-tetraoxo phosphorus ylides 6 have been prepared. While they are found, upon flash-vacuum pyrolysis (FVP) at 500°C to decompose to give no useful products, conventional pyrolysis by distillation at 200°C gives the trioxo alkynes 12 and 13 where R1 and R2 are alkoxy groups. Three examples of the previously unknown hexaoxo bis(ylides) 7 have been obtained but, with eight contiguous C=X functions, these are too fragile to give any useful product upon FVP. The pyrolysis of the simpler β,γ-dioxo ylides 9 used to prepare 6 and 7 has also been examined for the first time and at 600°C it gives the alkynes 11 in low yield for R1 = OMe or OEt but not Ph. The fully assigned 13C-NMR spectra of all the ylides 6, 7, and 9 are presented.
Additional Material:
3 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199719970423
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