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Issue 4, 2011
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Polycyclic croissant-like organic compounds are powerful superbases in the gas phase and acetonitrile—a DFT study

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Abstract

A new type of the π-electron polycyclic organic superbases is proposed exhibiting very high proton affinities in the gas phase spanning the range from 280 to 323 kcal mol−1 and the pKa up to 41.4 units in the MeCN solutions. Their salient feature is formation of the (H+)-bridge upon protonation and a strong cationic resonance effect in the corresponding conjugate acids.

Graphical abstract: Polycyclic croissant-like organic compounds are powerful superbases in the gas phase and acetonitrile—a DFT study

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Article information


Submitted
20 Aug 2010
Accepted
05 Nov 2010
First published
24 Nov 2010

Chem. Commun., 2011,47, 1327-1329
Article type
Communication

Polycyclic croissant-like organic compounds are powerful superbases in the gas phase and acetonitrile—a DFT study

N. Peran and Z. B. Maksić, Chem. Commun., 2011, 47, 1327
DOI: 10.1039/C0CC03386C

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