Synthesis and CH-acidity of N,N-disubstituted aminotriphenylphosphonium salts
摘要:
Several substituted methylaminotriphenylphosphonium salts (APS) of general formula Ph3PN+(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 Ph3PN+(Ph) ((sigma)CH2- = 0.70) and Ph3PN+(Bu) ((sigma)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.