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DOI: 10.1055/s-2006-951469
Organic Ammonium Carboxylates as Supramolecular Building Blocks: The Role of Ionic Hydrogen Bonding
Publication History
Publication Date:
08 September 2006 (online)
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Abstract
Ion pairs and higher order aggregates of organic ammonium carboxylates have been recognized as important tools in supramolecular chemistry. The structures of these species are attributed to isotropic electrostatic interaction and hydrogen bonds between oppositely charged ions. This account describes the role of hydrogen bonding in the crystal structures of various organic ammonium carboxylates. The utility of these salts in the design of supramolecular assemblies such as organogels and higher order clusters in non-polar solutions is also demonstrated.
1 Introduction
2 Hydrogen-Bonding Ability of Organic Ammonium Carboxylate Salts
3 Hydrogen-Bond Networks in the Crystalline State
3.1 Quaternary Ammonium Salts
3.2 Tertiary Ammonium Salts
3.3 Secondary Ammonium Salts
3.4 Primary Ammonium Salts
3.5 Hydrogen-Bonding Properties of Ammonium Carboxylates
4 Organogelators Based on Organic Ammonium Salts
5 Cluster Formation of Ion Pairs in Non-Polar Solution
6 Implications for Surface Lys Salt Bridges in Proteins
7 Concluding Remarks
Key words
ammonium carboxylates - crystal engineering - ionic hydrogen bonds - topochemical polymerization - organogels
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