Jump to main content
Jump to site search

Issue 2, 2008
Previous Article Next Article

Strategic design of small and versatile bicyclic organic superbases: a density functional study

Author affiliations

Abstract

It is shown by a reliable DFT method that bicyclic structures 710, constructed using 1,3-diaminopropane as an essential building block, can act as powerful neutral organic superbases in the gas phase, aqueous solution and in acetonitrile. This new molecular framework is versatile in terms of anchoring different functional groups to achieve higher basicities. The buttressing effect of substituents on the basicity of these organic bases was also observed. The proton affinities calculated at the B3LYP/6-311+G**//B3LYP/6-31+G* level for 1,2-diaminoethane and 1,3-diaminopropane were found to be in good agreement with the experimental results. Barriers for proton transfer between the N atoms of the diamine and diimine cations are also reported.

Graphical abstract: Strategic design of small and versatile bicyclic organic superbases: a density functional study

Back to tab navigation

Supplementary files

Publication details

The article was received on 04 Sep 2007, accepted on 11 Oct 2007 and first published on 26 Oct 2007


Article type: Paper
DOI: 10.1039/B713499A
Citation: New J. Chem., 2008,32, 210-213
  •   Request permissions

    Strategic design of small and versatile bicyclic organic superbases: a density functional study

    A. Singh and B. Ganguly, New J. Chem., 2008, 32, 210
    DOI: 10.1039/B713499A

Search articles by author

Spotlight

Advertisements