Add time:09/02/2019         Source:sciencedirect.com

The series of six carbon acids activated by two sulfonyl groups have been synthesized and the products of their deprotonation in acetonitrile solution by 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) were defined by electrospray ionization mass spectrometry method. The deprotonation of carbon acids and derivative fragmentary carbanions at various cone voltage are compared. Substituent effect on the fragmentation of molecular anions and heats of formation are reported. The fragmentation pathways of the carbanions of studied carbon acids are proposed and the differences in fragmentation of these ions are discussed. The calculated heats of formation of molecular and fragmentary carbanions reveal good Hammett plots against σ values.

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