A rigid 1,8-dipyridylnaphthalene template for supramolecular organization of unsaturated dicarboxylic acids in the solid state has been developed. Self-assembly of the template and aromatic dicarboxylic acids generates nondistorted paracyclophane and pyridinophane architectures with perfectly superimposed pi-systems. The dipyridyl template can be used to promote stereoselective solid-state dimerization of olefinic dicarboxylic acids.
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