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Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Two bis(ammonium) 1,5-naphthalenedisulfonate salts
Samuel Sakwa1, Kraig A Wheeler
1Department of Chemistry, Delaware State University, Dover, DE 19901, USA.
Summary
Two novel naphthalene-1,5-disulfonate compounds were synthesized using hexamethylenetetramine. These structures showcase supramolecular assemblies driven by hydrogen bonds between sulfonate anions and ammonium or triaza-azoniatricycloalkane cations.
Area of Science:
- Supramolecular Chemistry
- Crystal Engineering
- Organic Synthesis
Background:
- Naphthalene-1,5-disulfonate is a versatile organic anion utilized in crystal engineering.
- Hexamethylenetetramine serves as a precursor for various nitrogen-containing compounds.
- Hydrogen bonding plays a crucial role in the self-assembly of crystalline materials.
Purpose of the Study:
- To synthesize and characterize novel supramolecular compounds based on naphthalene-1,5-disulfonate.
- To investigate the role of hydrogen bonding in the crystal structures of these new compounds.
- To explore the acid-promoted reaction of hexamethylenetetramine for novel salt formation.
Main Methods:
- Acid-promoted reaction of hexamethylenetetramine with naphthalene-1,5-disulfonic acid.
- Single-crystal X-ray diffraction analysis to determine molecular and crystal structures.
- Analysis of hydrogen bonding interactions (N-H···O, O-H···O, C-H···O) within the crystal lattices.
Main Results:
- Successful synthesis of bis(ammonium) naphthalene-1,5-disulfonate and bis[1-(hydroxymethyl)-3,5,7-triaza-1-azoniatricyclo[3.3.1.1(3,7)]decane] 1,5-naphthalenedisulfonate.
- The naphthalene-1,5-disulfonate anion acts as a central building block, positioned on an inversion center.
- Detailed characterization of hydrogen bonding networks, including N-H···O, O-H···O, and C-H···O interactions, influencing supramolecular assembly.
Conclusions:
- The study successfully demonstrates the formation of novel supramolecular structures through hydrogen bonding.
- The diverse hydrogen bonding interactions involving both ammonium and complex triaza-azoniatricycloalkane cations contribute to the stability of the crystal lattices.
- This work highlights the utility of naphthalene-1,5-disulfonate as a scaffold for constructing intricate hydrogen-bonded networks.
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