杯芳烃基多孔配位笼的合成后修饰,Chemistry of Materials

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杯芳烃基多孔配位笼的合成后修饰
Chemistry of Materials ( IF 7.2 ) Pub Date : 2024-01-04 , DOI: 10.1021/acs.chemmater.3c02187
Michael R. Dworzak ₁ , Jessica Sampson ₁ , Christine M. Montone ₂ , Kyle J. Korman ₂ , Glenn P. A. Yap ₁ , Eric D. Bloch ₂

Affiliation

多孔配位笼作为一类独特的永久多孔材料，由于其独特的分子性质而引起了人们的广泛关注，这使它们有别于更传统的金属有机材料，包括金属有机框架。笼的合成后改性（PSM）为定制其性能提供了一种有前景的途径，但挑战仍然存在，包括保持溶解度、官能团相容性和稳定性以及孔隙率的潜在变化。在这里，我们探索新的方法来应对这些挑战并增强协调笼的多功能性。我们最初的目标是烷基化和酰化反应，其中酸酐最终被用作相对温和的试剂。为了扩展 PSM 反应的工具包，我们探索了 Pd 催化的交叉偶联反应，其中使用高通量方法来优化反应条件。在这方面，我们确定具有 1,1'-双（二叔丁基膦）二茂铁配体的 Pd(OAc) ₂是用于芳基硼酸芳基溴功能化笼的 PSM 的有效试剂。总体而言，这项工作拓宽了笼式 PSM 的范围，并强调了其作为一种为气体吸附、分离和催化中的特定应用定制笼式方法的潜力。

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Postsynthetic Modification of Calixarene-Based Porous Coordination Cages

Porous coordination cages have garnered considerable interest as a distinct class of permanently porous materials due to their unique molecular nature, setting them apart from more traditional metal–organic materials, including metal–organic frameworks. Postsynthetic modification (PSM) of cages offers a promising avenue for tailoring their properties, but challenges remain, including maintaining solubility, functional group compatibility and stability, and potential changes in porosity. Here, we explore novel approaches to address these challenges and enhance the versatility of coordination cages. We initially targeted alkylation and acylation reactions, where anhydrides were ultimately employed as relatively mild reagents. To expand the toolkit of PSM reactions, we explored Pd-catalyzed cross-coupling reactions, where high-throughput methodologies were used to optimize reaction conditions. In this regard, we identify Pd(OAc)₂ with a 1,1′-bis(di-tert-butylphosphino)ferrocene ligand as an efficient reagent for the PSM of aryl-bromide functionalized cages with arylboronic acids. Overall, this work broadens the scope of the PSM of cages and highlights its potential as an avenue to tailor cages for specific applications in gas adsorption, separation, and catalysis.

更新日期：2024-01-04

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