Abstract
The carbon acids activated by two thiobenzyl groups have been synthesized and the products of the proton transfer reaction between 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) and studied compounds in solution were defined by electrospray ionization mass spectrometry method. The ionization of carbon acids and derivative fragmentary carbanions at various cone voltages are compared. The fragmentation pathways of the carbanions of studied carbon acids are proposed and the differences in fragmentation of these ions are mentioned. Substituent effect on the fragmentation of molecular anions has been discussed. The electron densities of the studied carbanions were determined using experimental 13C chemical shifts and compared with those obtained for sulfonyl carbon acids, cyano and nitroalkanes. The relationship between changes in 13C shifts after ionization and experimental charge density have been discussed.
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