131407-23-3Relevant academic research and scientific papers
Stable Tellurium Ylides: Synthesis and Reactivity of Diorganyltelluronium 4,5-Dicyanoimidazol-2-ylides
Tappeiner, Guenther,Bildstein, Benno,Sladky, Fritz
, p. 699 - 705 (2007/10/02)
Diorganyl tellurides R2Te (R = Me, Me3SiCH2, Ph) react with 2-diazo-4,5-dicyano-2H-imidazole (1) at -30 deg C to form the title compounds 2-4.The ylides 3 and 4 are thermally stable up to their melting points of 159 and 243 deg C, resp., whereas 2 undergoes a modified Steven rearrangement at 190 deg C with formation of a 2-(methyltelluro)imidazole (10).The reactivity of 2-4 is determined by an extreme charge separation between the onium centre and the ylide entity.No Wittig reactivity is observed, alkylation occurs at the imidazole nitrogen and carbanions lead to tetraorganyl tellurium compounds with limited stability.
