35171-77-8Relevant academic research and scientific papers
Heteroorganic betaines 3. * Reactions of betaines containing the +P-C-Si-S- fragment
Borisova,Zemlyanskii,Shestakova,Khrustalev,Ustynyuk,Chernyshev
, p. 933 - 941 (2007/10/03)
The [Ph3P+-CMe2-SiMe2-SEt]Br- salt was prepared by the reaction of betaine Ph3P+-CMe2SiMeR-S- (1a: R = Me) with EtBr. Acetylation of betaine 1a or Et3P+-CHMeSiMe2-S- (2a) afforded 2,2,6-trimethyl-1,3-dioxa-2-silacyclohex-5-ene-4-thione Me2SiOC(=S)CH=C(Me)O or the [Et3P+-CHMeSiMe2Cl]Cl- salt depending on the reagent ratio. The reactions of betaines 1a,b (1b: R = Ph) or 2 with compounds (R3Sn)2X (X = O or NMe) can be used for the generation of silanones [RMeSi=O] and silaneimines [RMeSi=NMe] in solutions. The reactivity of betaines Ph3P+-CHR1SiMeR2-S- (R1 = H or Me and R2 = Me or Ph) is determined by the equilibrium between the zwitterionic and ylide Ph3P=CR1SiMeR2SH tautomers that exist in solutions.
Reactions with Phosphine Alkylenes, XLV. Reactions of Alkylidenetriphenylphosphoranes with Tetramethylformamidinium Chloride. Synthesis of triphenylphosphonium Chloride and (Formylalkylidene)triphenylphosphoranes
Bestmann, Hans Juergen,Schmid, Guenter,Oechsner, Helmut,Ermann, Peter
, p. 1561 - 1571 (2007/10/02)
Phosphonium ylides 1 react with tetramethylformamidinium chloride (2) to form enamine phosphonium chlorides 8 and the formic orthoamide 7.The salts 8 show temperature depending 1H NMR spectra with respect to the protons of the dimethylamino group (hindered rotation around the C - N(CH3)2 bond).Treatment of 8 with acids and subsequently with bases gives rise to the formation of the formyl ylides 19. 8a is deprotonated with sodium amide to give the phosphaallene ylide 20, which reacts with water to yield the phosphane oxide 21, and with methyl iodide stereospecifically to form 8b.
