publication . Other literature type . Article . 2014

Basicities of Strong Bases in Water: A Computational Study

Karl Kaupmees; Ivo Leito; Aleksander Trummal;
Open Access English
  • Published: 01 Jan 2014 Journal: Croatica Chemica Acta, volume 87, issue 4 (issn: 0011-1643, eissn: 1334-417X, Copyright policy)
  • Publisher: Croatian Chemical Society
Abstract
Aqueous pKa values of strong organic bases – DBU, TBD, MTBD, different phosphazene bases, etc – were computed with CPCM, SMD and COSMO-RS approaches. Explicit solvent molecules were not used. Direct computations and computations with reference pKa values were used. The latter were of two types: (1) reliable experimental aqueous pKa value of a reference base with structure similar to the investigated base or (2) reliable experimental pKa value in acetonitrile of the investigated base itself. The correlations of experimental and computational values demonstrate that direct computations do not yield pKa predictions with useful accuracy: mean unsigned errors (MUE) o...
Subjects
free text keywords: superbases; quantum chemistry in solution; aqueous basicity; DBU, Chemistry, Computational chemistry
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