Micelle-enabled clean and selective sulfonylation of polyfluoroarenes in water under mild conditions,Green Chemistry

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Micelle-enabled clean and selective sulfonylation of polyfluoroarenes in water under mild conditions
Green Chemistry ( IF 9.3 ) Pub Date : 2018-03-13 , DOI: 10.1039/c7gc03514d
Justin D. Smith _{1,

2,

3,

4} , Tharique N. Ansari _{1,

2,

3,

4} , Martin P. Andersson _{1,

5,

6,

7} , Dongari Yadagiri _{1,

2,

3,

4} , Faisal Ibrahim _{1,

2,

3,

4} , Shengzong Liang _{1,

2,

3,

4} , Gerald B. Hammond _{1,

2,

3,

4} , Fabrice Gallou _{8,

9,

10} , Sachin Handa _{1,

2,

3,

4}

Affiliation

Proline-based designer surfactant FI-750-M has been demonstrated to enable selective nucleophilic aromatic substitution of polyfluoro(hetero)arenes by sulfinate salts in water under mild micellar conditions. Resultant sulfones were obtained from diverse substrates in good yields without side product formation and could usually be purified by simple filtration. The nature of micelles of FI-750-M and the solubility of coupling partners in different micellar regions has been supported by dynamic light scattering, cryo-TEM, and DFT calculations.

中文翻译：

胶束在温和条件下使水中的多氟芳烃进行清洁和选择性磺酰化

已证明基于脯氨酸的设计剂表面活性剂FI-750-M能够在温和的胶束条件下，通过水中的亚磺酸盐选择性地多氟（杂）芳烃进行亲核芳香族取代。从各种底物上以高收率得到砜，而不会形成副产物，通常可以通过简单的过滤将其纯化。动态光散射，cryo-TEM和DFT计算支持了FI-750-M胶束的性质以及偶联伙伴在不同胶束区域的溶解度。

更新日期：2018-04-23

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