A series of aromatic amides incorporated with N-heterocycles or triptycene units are synthesized and studied for probing the effects of such chemical modifications on the intermolecular interactions. Single crystals of a number of heterocyclic amides and the triptycene-containing amide were obtained. Crystal structures, hydrogen bonds, lattice energy, solubility, and melting points were compared amongst relevant molecules. Suitably positioned nitrogen atoms from heterocycles are found to form intramolecular H-bonds with amide NHs at the expense of weakening or disrupting the intermolecular H-bonds. The effects of such H-bonding changes on solubility and melting point are nonetheless limited. Uniquely, the triptycene unit effectively improves the solubility of the amide without tempering the thermal resistance of the molecule.
合成并研究了一系列掺入N-杂环或
三蝶烯单元的芳香酰胺,以探讨此类
化学修饰对分子间相互作用的影响。获得了多种杂环酰胺和含
三蝶烯的酰胺的单晶。比较了相关分子的晶体结构、氢键、晶格能、溶解度和熔点。杂环中适当位置的氮原子被发现与酰胺 NH 形成分子内氢键,但代价是削弱或破坏分子间氢键。尽管如此,氢键变化对溶解度和熔点的影响仍然有限。独特的是,
三蝶烯单元有效地提高了酰胺的溶解度,而不会降低分子的耐热性。