ChemInform Abstract: Silylated Aminophosphonium Salts and Aminophosphonium Methylides.
Abstract
The reaction of the phosphonium methylides (I) with the chlorosilanes (II) and (V), on treatment with a second equivalent of the ylide or with strong base, yields the silylated ylides (IV) and (VII), resp., via the salts (III) and (VI).
ChemInform Abstract
The reaction of the phosphonium methylides (I) with the chlorosilanes (II) and (V), on treatment with a second equivalent of the ylide or with strong base, yields the silylated ylides (IV) and (VII), resp., via the salts (III) and (VI). Attempts to dehydrohalogenate the latter further to give species of the type R1R2 2P=C=SitBu2 are unsuccessful. Instead, (VIId) leads to the cyclic ylide (VIII) whose structure is determined by single crystal X-ray diffraction (space group P1, Z=2). Addition of HCl gives the phosphonium salt (X). For reason of comparison the ylides (XII) are analogously prepared. (XIIb) can also be converted into an endocyclic ylide (XIII), whereas (XIIc) yields the double ylide (XIV) with exocyclic ylide functions.