Molecular design principles of ionic liquids with a sulfonyl fluoride moiety
Molecular design principles of ionic liquids with a sulfonyl fluoride moiety
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DOI：
10.1039/d0nj05603k
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发表时间：
2021-02
影响因子：
3.3
通讯作者：
David J. Siegel;Grace I Anderson;Noah Cyr;D. Lambrecht;M. Zeller;Patrick C. Hillesheim;A. Mirjafari
中科院分区：
文献类型：
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作者：
David J. Siegel;Grace I Anderson;Noah Cyr;D. Lambrecht;M. Zeller;Patrick C. Hillesheim;A. Mirjafari
离子液体在从能源到医学的应用中的持续成功提出了快速找到具有所需性能的新功能离子液体的挑战，同时开发实用的，可扩展的合成。作为一种SuFExable功能，磺酰氟已被广泛应用于整个化学生物学领域，部分原因是其独特的稳定性-反应性模式，突出了SVI-F基序在材料化学中未被充分认识的潜力。本文首次报道了通过高效、模块化和正交的氟磺酰乙基化过程开发的一组具有相当大结构多样性的磺酰氟官能化离子液体。所得的SO 2F官能化的离子环境具有与其作为离子液体的分类一致的性质。我们采用了分子设计，合成，计算建模和X射线晶体学研究的组合，以深入了解其结构-性质的相关性。含SO 2F盐的多样化扩展到包括活性药物前体，从而允许获得具有先验低毒性的功能材料。
The continued success of ionic liquids in applications ranging from energy to medicine poses the challenge to rapidly find new functional ionic liquids with desirable properties while developing practical, scalable syntheses. As a SuFExable functionality, the sulfonyl fluoride has become widely adopted throughout the field of chemical biology due, in part, to its unique stability–reactivity pattern, highlighting the underappreciated potential of the SVI–F motif in materials chemistry. For the first time, we herein report the development of a set of sulfonyl fluoride-functionalized ionic liquids with considerable structural diversity via an efficient, modular, and orthogonal fluorosulfonylethylation procedure. The resulting SO2F-functionalized ionic milieu has properties consistent with its classification as ionic liquids. We employed a combination of molecular design, synthesis, computational modeling, and X-ray crystallographic studies to gain in-depth understanding of their structure–property correlations. The diversification of the SO2F-bearing salts is extended to include active pharmaceutical precursors, allowing for access to functional materials with a priori low toxicity.