Loker Hydrocarbon Research Institute, Department of Chemistry, University of Southern California, 837 Bloom Walk, Los Angeles, California 90089, United States.
J Org Chem. 2022 Aug 5;87(15):10539-10543. doi: 10.1021/acs.joc.2c01245. Epub 2022 Jul 13.
Using trifluoroacetyl sulfuric acid (TFAOSOH), we discovered a new methane activation method and revealed its radical pathway under mild conditions. Upon the addition of a radical initiator with methane, the crude solution of TFAOSOH developed the methyltrifluoroacetylsulfate radical ((TFAO)CHS(OH)O•). The resulting (TFAO)CHS(OH)O• behaved as a critical radical propagator for carbon-hydrogen bond activation, culminating in successful methane sulfonation. With 9.5 mol % of KSO, TFAOSOH and methane were selectively converted to methanesulfonic acid in 94 and 86% conversion yields, respectively.
使用三氟乙酰硫酸（TFAOSOH），我们发现了一种在温和条件下甲烷活化的新方法，并揭示了其自由基途径。在向甲烷中加入自由基引发剂后，TFAOSOH 的粗溶液生成了甲基三氟乙酰亚磺酸盐自由基((TFAO)CHS(OH)O•)。生成的(TFAO)CHS(OH)O•作为碳-氢键活化的关键自由基传播体，最终成功地实现了甲烷磺化。在使用 9.5 mol %的 KSO 时，TFAOSOH 和甲烷分别以 94%和 86%的转化率选择性地转化为甲烷磺酸。
