137035-75-7Relevant academic research and scientific papers
SYNTHESIS AND CH-ACIDITY OF N,N-DISUBSTITUTED AMINOTRIPHENYLPHOSPHONIUM SALTS
Kabachnik, M. I.,Lobanov, D. I.,Matveeva, A. G.,Kovsheva, O. E.,Terekhova, M. I.,et al.
, p. 243 - 250 (2007/10/02)
A number of (substituted-methylamino)triphenylphosphonium salts (APS) with the general formula +N(R)CH2R'> X- has been synthesized.CH-Acidity of some of the APS obtained has been measured (pK 14.7 - 24.8) by an indicator method in DMSO/counterion-K+, standard-9-phenyl fluorene (pK 18.5).Acidification effect of the Ph3P+N(Ph) group (?-CH2 = 0.70) and of the Ph3P+N(Bu) group (?-CH2 = 0.68) has been estimated.The data obtained testify to the presence of an effective positive charge on the nitrogen atom in the APS under study and also to a somewhat increased multiplicity of the nitrogen-phosphorus bond as compared to a single one.Key words: Triphenylphosphine-N-phenylimine; alkylation; (substituted-methylamino) phosphonium salts; CH-acidity; ?ρ-analysis.
SYNTHESIS AND CH-ACIDITY OF N,N-DISUBSTITUTED AMINOTRIPHENYLPHOSPHONIUM SALTS
Kabachnik, M. I.,Lobanov, D. I.,Matveeva, A. G.,Kovsheva, O. E.,Terekhova, M. I.,et al.
, p. 1417 - 1422 (2007/10/02)
Several substituted methylaminotriphenylphosphonium salts (APS) of general formula +N(R)CH2R'>X- have been synthesized.The CH-acidities of some of the prepared APS have been measured by the indicator method in DMSO, with K+ counterion and 9-phenylfluorene (pK 18.5) as standard, showing a pK range of 14.7-24.8.The acidification effect of Ph3P+N(Ph) (?CH2- = 0.70) and Ph3P+N(Bu) (?CH2- = 0.68) groups has been evaluated.The results obtained suggest that there is an effective charge on the nitrogen atom in the APS studied and an increased multiplicity of the N-P bond.
