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ABSTRACT:
SUBMITTER: Perrin CL
PROVIDER: S-EPMC8163384 | biostudies-literature | 2020 Jul
REPOSITORIES: biostudies-literature
Perrin Charles L CL Shrinidhi Annadka A
Chemical science 20200729 32
Large-ring cycloalkylamines are slightly less basic than other cycloalkylamines such as cyclohexylamine, even though all have tetrahedral carbons and are strain-free. To understand why, enthalpy and entropy for protonation of a series of cycloalkylamines were accurately determined by isothermal titration calorimetry in 3 : 1 methanol-water. The study required resolving a discrepancy between these measurements and those in pure water. The data show that the lower basicity of large-ring cycloalkyl ...[more]