Abstract

The molecular interactions in water of phenazine and tetramethylpyrimidopteridinetetrone (TMPPT) with alkylxanthines and benzene derivatives were studied by means of the phase solubility technique. Alkylxanthines showed a greater affinity toward phenazine than toward TMPPT. Benzene derivatives, on the other hand, formed more stable complexes with TMPPT than with phenazine. These results are discussed in terms of structural similarity between interacting species. Studies concerning the effects of solvent on the extent of complex formation have revealed that water plays a unique role in these interactions. The observation that complexation between two structurally dissimilar compounds is favored over that between two similar compounds suggested that some forces other than mere hydrophobic bonding should be taken into consideration. It is postulated that the results are best rationalized by hydrophobic bonding stabilized by a type of bonding similar to polarization bonding.

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