Literature DB >> 24737605

Stabilisation of 2,6-diarylpyridinium cation by through-space polar-π interactions.

Joan Simó Padial1, René de Gelder, Célia Fonseca Guerra, F Matthias Bickelhaupt, Jasmin Mecinović.   

Abstract

The through-space polar-π interactions between pyridinium ion and the adjacent aromatic rings in 2,6-diarylpyridines affect the pKa values. Hammett analysis illustrates that the basicity of pyridines correlates well with the sigma values of the substituents at the para position of the flanking aryl rings.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Hammett analysis; basicity; non-covalent interactions; polar-π interactions; pyridines

Mesh：

Substances：

Year:  2014        PMID： 24737605     DOI： 10.1002/chem.201304462

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  5 in total

1.  Reading and erasing of the phosphonium analogue of trimethyllysine by epigenetic proteins.

Authors:  Roman Belle; Jos J A G Kamps; Jordi Poater; Kiran Kumar; Bas J G E Pieters; Eidarus Salah; Timothy D W Claridge; Robert S Paton; F Matthias Bickelhaupt; Akane Kawamura; Christopher J Schofield; Jasmin Mecinović
Journal:  Commun Chem       Date:  2022-03-07

2.  Stabilization of 2,6-Diarylanilinum Cation by Through-Space Cation-π Interactions.

Authors:  Joan Simó Padial; Jordi Poater; D Thao Nguyen; Paul Tinnemans; F Matthias Bickelhaupt; Jasmin Mecinović
Journal:  J Org Chem       Date:  2017-08-31       Impact factor: 4.354

3.  Comparison of Molecular Recognition of Trimethyllysine and Trimethylthialysine by Epigenetic Reader Proteins.

Authors:  Jordi C J Hintzen; Jordi Poater; Kiran Kumar; Abbas H K Al Temimi; Bas J G E Pieters; Robert S Paton; F Matthias Bickelhaupt; Jasmin Mecinović
Journal:  Molecules       Date:  2020-04-21       Impact factor: 4.411

4.  Chemical basis for the recognition of trimethyllysine by epigenetic reader proteins.

Authors:  Jos J A G Kamps; Jiaxin Huang; Jordi Poater; Chao Xu; Bas J G E Pieters; Aiping Dong; Jinrong Min; Woody Sherman; Thijs Beuming; F Matthias Bickelhaupt; Haitao Li; Jasmin Mecinović
Journal:  Nat Commun       Date:  2015-11-18       Impact factor: 14.919

5.  Probing the Lewis Acidity of Boronic Acids through Interactions with Arene Substituents.

Authors:  Jie Jian; Roel Hammink; Christine J McKenzie; F Matthias Bickelhaupt; Jordi Poater; Jasmin Mecinović
Journal:  Chemistry       Date:  2022-01-22       Impact factor: 5.020
  5 in total

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