In quest of strong neutral organic bases and superbases—supramolecular systems containing four pyridine subunits

The supramolecular structures 1 and 2 are strong neutral organic superbases in the gas phase and in MeCN. It is shown by a reliable DFT method that supramolecular structures 1 and 2, constructed using pyridine as an essential building block, act as powerful neutral organic superbases in the gas phas...

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Published inTetrahedron letters Vol. 48; no. 2; pp. 261 - 264
Main Authors Kovačević, Borislav, Despotović, Ines, Maksić, Zvonimir B.
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 08.01.2007
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Summary:The supramolecular structures 1 and 2 are strong neutral organic superbases in the gas phase and in MeCN. It is shown by a reliable DFT method that supramolecular structures 1 and 2, constructed using pyridine as an essential building block, act as powerful neutral organic superbases in the gas phase and in acetonitrile due to cationic resonance and hydrogen bonding in the conjugate acids amplified by the NMe 2 groups placed at strategic positions on the molecular backbone.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.11.046