Abstract

A series of 2-N-quinolyl- and 2-N-isoquinolyl-substituted 1,1,3,3-tetramethylguanidines has been synthesized and the pKa of each has been measured in acetonitrile and water solvents, together with the pKa of the corresponding aminoquinoline or aminoisoquinoline. The pKa values in acetonitrile and water fall on the same correlation line as previously determined for 2-N-pyridylguanidines and aminopyridines. Replacement substituent constants (σa) are reported for several quinolyl and isoquinolyl groups in the two solvents.

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