Units of ureidopyrimidinone (UPy) which dimerize via strong quadruple hydrogen bonding are widely used for the construction of supramolecular systems. This self-complementary system exists in the tautomerism equilibrium of 4[1H]-pyrimidinone dimer and pyrimidin-4-ol dimer, making generated supramolecular assembly systems essentially complicated. In this contribution, a rational but simple design concept is described for preorganizing the self-complementary quadruple hydrogen bonding of UPy via supramolecular strategy into a single-quadruple DDAA-AADD dimeric array. With this concept, the designed UPy derivatives form only 4[1H]-pyrimidinone dimer with a ketone configuration via intermolecular hydrogen-bonding interactions, both in the solid state as well as in solution, as is evident from single-crystal X-ray diffraction and ¹H NMR spectroscopy. The single DDAA-AADD dimeric array provides defined noncovalent driving forces that can be used to generate constitutionally clear supramolecular structures that are vitally important in the fields of supramolecular chemistry and materials.

中文翻译：

---

控制Ureidopyrimidinoneone的Keto-Enol互变异构体以生成单四倍AADD-DDAA二聚体阵列。

通过强四重氢键二聚的脲基嘧啶酮（UPy）单元被广泛用于超分子体系的构建。这种自我互补的系统存在于4 [1 H ]-嘧啶酮二聚体和嘧啶丁-4-醇二聚体的互变异构平衡中，使生成的超分子组装系统实质上变得复杂。在此贡献中，描述了一种合理但简单的设计概念，用于通过超分子策略将UPy的自互补四氢键预组织为单四倍DDAA-AADD二聚体阵列。有了这个概念，设计的UPy导数仅形成4 [1 H从单晶X射线衍射和¹ H NMR光谱中可以看出，在固态和溶液状态下，通过分子间氢键相互作用的具有酮构型的]-嘧啶酮二聚体。单个DDAA-AADD二聚体阵列提供了确定的非共价驱动力，可用于生成结构清晰的超分子结构，这在超分子化学和材料领域至关重要。