Preparation of Magnesium‐Seamed C‐Alkylpyrogallol[4]arene Nanocapsules with Varying Chain Lengths

Abstract

Novel supramolecular nanocapsules based on metal-directed assembly have captured tremendous interest due to their applications in fields such as catalysis, selective gas adsorption, and biomedicine. Functionalization of metal-organic nanocapsules (MONCs) by using organic ligands with different pendant groups affords more complexity to the structure and may lead to novel properties. In this work, we report the solvothermal synthesis of a group of magnesium-based MONCs using C-alkylpyrogallol[4]arenes with varying alkyl chain lengths. The structures of these nanocapsules are characterized by single-crystal X-ray diffraction analysis. As expected, a progression in size of the nanocapsules is observed as the alkyl chain length increases. The effect of the chain length on the solubility of MONCs in water has been determined. This work shows the generality of the solvothermal approach for the synthesis of MONCs with different organic ligands and demonstrates that surface functionalization of MONCs may serve as an effective way to tailor their properties. The unique biocompatible nature and inherent large cavity of these magnesium-based MONCs make these nanocapsules promising for potential applications in biomedicine.

Machine Learning Assisted Synthesis of Metal–Organic Nanocapsules

“…PgC x ( x = 1–9) and PgC 3 OH were synthesized using a previously reported condensation reaction . Taking PgC 3 OH as an example, 2,3-dihydrofuran (6.05 mL, 0.08 mol) and pyrogallol (0.08 mmol, 10 g) were mixed in 30 machine learnings of 95% ( v / v ) ethanol with the addition of 3.5 mL of concentrated HCl.…”

“…PgC x (x = 1− 9) and PgC 3 OH were synthesized using a previously reported condensation reaction. 30 Taking PgC 3 OH as an example, 2,3dihydrofuran (6.05 mL, 0.08 mol) and pyrogallol (0.08 mmol, 10 g) were mixed in 30 machine learnings of 95% (v/v) ethanol with the addition of 3.5 mL of concentrated HCl. Thereafter, the mixture was refluxed at 110 °C for 24 h. After cooling down, the precipitate was filtered, washed with cold 95% (v/v) ethanol and dried in vacuum.…”

Machine Learning Assisted Synthesis of Metal-Organic Nanocapsules

“…PgCx (x = 1-9) and PgC3OH were synthesized using previously reported condensation reaction. 29 Taking PgC3OH as an example, 2,3-dihydrofuran (6.05 machine learning, 0.08 mol), and pyrogallol (0.08 mmol, 10 g) were mixed in 30 machine learning of 95% (v/v) ethanol with the addition of 3.5 mL of concentrated HCl. Thereafter, the mixture was refluxed at 110 °C for 24 hours.…”

Hierarchical Coordination Frameworks Based on Metal–Organic Dimeric Nanocapsules Comprising Praseodymium and Pyrogallol[4]arene

“…49 In this work, the ligand C-methylpyrogallol [4]arene (PgC 1 ) 1 (Figure 1) was first synthesized by a condensation reaction between pyrogallol and acetaldehyde. 22,50 The praseodymium-(III)-seamed nanocapsule based 1D-coordination framework 2 was synthesized by the reaction of 0.1 mmol of 1 and 0.4 mmol of praseodymium nitrate pentahydrate in an 8 mL glass vial with 2 mL each of N,N′-dimethylformamide (DMF) and npropanol. After sonication for 30 min, 1.2 mmol of pyridine was added, and the clear solution was heated to 120 °C for 24 h to afford yellow block-like crystals.…”