Benzothiazoline Converts SO2 to Sulfuric Acid en Route to Benzothiazole

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• 作者：Sonam Mehrotra ; Ray J. Butcher ; Raja Angamuthu
• 刊名：ACS Sustainable Chemistry & Engineering
• 出版年：2016
• 出版时间：December 5, 2016
• 年：2016
• 卷：4
• 期：12
• 页码：6517-6523
• 全文大小：427K
• ISSN：2168-0485

文摘

By a new sustainable strategy, sulfur dioxide (SO₂) was converted at room temperature into sulfuric acid by taking advantage of the spontaneous aerial oxidation of benzothiazoline into benzothiazole. 2-(4-Methoxyphenyl)benzothiazoline (HL) was reacted with SO₂ at room temperature, and the adduct upon reaction with aerial oxygen produced 2-(4-methoxyphenyl)benzothiazolium bisulfate. The same strategy was applied on [CdL₂] and [ZnL₂] and found to work better than neat benzothiazoline. Bunte salt, S-(2-((pyridin-1-ium-2-ylmethyl)amino)phenyl) thiosulfate, was obtained upon reacting SO₂ with 2-(pyridin-2-yl)-2,3-dihydrobenzothiazole which is an important clue for the intermediates involved in the S-oxygenation of SO₂ bound on electron rich centers. This sustainable route offers a new avenue of utilizing the suicidal reaction of benzothiazoline into benzothiazole in the activation of SO₂ with the help of aerial oxygen.