Literature DB >> 17109531

Acid-base equilibria in nonpolar media. Absolute pK(a) scale of bases in tetrahydrofuran.

Gemma Garrido1, Eve Koort, Clara Ràfols, Elisabeth Bosch, Toomas Rodima, Ivo Leito, Martí Rosés.   

Abstract

The acidity constants (pKa) of 11 bases (amines, anilines, pyridines, pyrrolidines, and iminophosphoranes) have been determined in tetrahydrofuran by potentiometry, complemented by conductometric measurements. The pK(a) values of the studied bases cover a wide absolute pH range of acidity in tetrahydrofuran, from 7.4 to 21.7. From the pK(a) values obtained, a scale of absolute acidity in tetrahydrofuran has been established, which has allowed calculation of the absolute pKa values of 77 bases from literature relative pK(a) data.

Entities:  

Year:  2006        PMID： 17109531     DOI： 10.1021/jo061432g

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  8 in total

1.  Perturbing the Copper(III)-Hydroxide Unit through Ligand Structural Variation.

Authors:  Debanjan Dhar; Gereon M Yee; Andrew D Spaeth; David W Boyce; Hongtu Zhang; Büsra Dereli; Christopher J Cramer; William B Tolman
Journal:  J Am Chem Soc       Date:  2015-12-22       Impact factor: 15.419

2.  Correlation between the pKa and nuclear shielding of α-hydrogen of ketones.

Authors:  Suting Xing; Juanfeng Lu; Xinyun Zhao; Xi Chen; Chang-Guo Zhan
Journal:  J Mol Model       Date:  2019-11-25       Impact factor: 1.810

3.  Correlations between the 1H NMR chemical shieldings and the pKa values of organic acids and amines.

Authors:  Juanfeng Lu; Tingting Lu; Xinyun Zhao; Xi Chen; Chang-Guo Zhan
Journal:  J Mol Model       Date:  2018-06-01       Impact factor: 1.810

4.  Ligand Identity-Induced Generation of Enhanced Oxidative Hydrogen Atom Transfer Reactivity for a CuII2(O2•-) Complex Driven by Formation of a CuII2(-OOH) Compound with a Strong O-H Bond.

Authors:  David A Quist; Melanie A Ehudin; Andrew W Schaefer; Gregory L Schneider; Edward I Solomon; Kenneth D Karlin
Journal:  J Am Chem Soc       Date:  2019-07-30       Impact factor: 15.419

5.  Thermodynamics of Proton and Electron Transfer in Tetranuclear Clusters with Mn-OH2/OH Motifs Relevant to H2O Activation by the Oxygen Evolving Complex in Photosystem II.

Authors:  Christopher J Reed; Theodor Agapie
Journal:  J Am Chem Soc       Date:  2018-08-16       Impact factor: 15.419

6.  Heme-FeIII Superoxide, Peroxide and Hydroperoxide Thermodynamic Relationships: FeIII-O2•- Complex H-Atom Abstraction Reactivity.

Authors:  Hyun Kim; Patrick J Rogler; Savita K Sharma; Andrew W Schaefer; Edward I Solomon; Kenneth D Karlin
Journal:  J Am Chem Soc       Date:  2020-01-28       Impact factor: 15.419

Review 7.  Free Energies of Proton-Coupled Electron Transfer Reagents and Their Applications.

Authors:  Rishi G Agarwal; Scott C Coste; Benjamin D Groff; Abigail M Heuer; Hyunho Noh; Giovanny A Parada; Catherine F Wise; Eva M Nichols; Jeffrey J Warren; James M Mayer
Journal:  Chem Rev       Date:  2021-12-20       Impact factor: 72.087

8.  Hydrogen atom abstraction from hydrocarbons by a copper(III)-hydroxide complex.

Authors:  Debanjan Dhar; William B Tolman
Journal:  J Am Chem Soc       Date:  2015-01-12       Impact factor: 15.419
  8 in total

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