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Supramolecular self-assembly of structurally diversified ninhydrin-based molecules
Journal of Molecular Structure ( IF 3.8 ) Pub Date : 2021-01-01 , DOI: 10.1016/j.molstruc.2020.129033
Suven Das , Purak Das , Suvendu Maity , Prasanta Ghosh , Arpita Dutta

Abstract The present work discloses the self-assembly behaviour of differently substituted ninhydrin-based compounds in the solid state for the first time. Ninhydrin core with tunable functionalities generates varied noncovalent interactions leading to different supramolecular assembly. Single crystal X-ray diffraction study revealed that, ninhydrin-acetamide adduct 1 self-assembled to form corrugated sheet structure, whereas ninhydrin-p-cresol adduct 2 (cis dihydroxy hemiketal) containing water of crystallization was found to form water-mediated supramolecular helical architecture. On the other hand, easily achievable N-inserted ninhydrin derivative 3 derived from adduct 2 and o-aminophenol adopted helical arrangement in the crystalline state. Interestingly, novel cocrystal 4 obtained from adduct 2 was found to display helical motif through well directed hydrogen bonding with 2-aminopyridine. The supramolecular diversity arising due to the change in substitution of ninhydrin core structure was also reflected in scanning electron microscopy images.

中文翻译:

结构多样化的茚三酮类分子的超分子自组装

摘要 本工作首次揭示了不同取代茚三酮类化合物在固态下的自组装行为。具有可调功能的茚三酮核产生不同的非共价相互作用,导致不同的超分子组装。单晶X射线衍射研究表明茚三酮-乙酰胺加合物1自组装形成波纹片状结构,而含有结晶水的茚三酮-对甲酚加合物2(顺式二羟基半缩酮)形成水介导的超分子螺旋建筑学。另一方面,由加合物 2 和邻氨基苯酚衍生而来的 N 插入茚三酮衍生物 3 在结晶状态下采用螺旋排列。有趣的是,发现从加合物 2 获得的新型共晶 4 通过与 2-氨基吡啶良好定向的氢键结合显示螺旋基序。由于茚三酮核结构取代的变化而产生的超分子多样性也反映在扫描电子显微镜图像中。
更新日期:2021-01-01
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