Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, United Kingdom.
J Org Chem. 2009 Mar 6;74(5):1864-8. doi: 10.1021/jo802121d.
The application of liquids that are salts at room temperature to chemical synthesis has become a hugely exciting field of study. The greatest promise that these ionic liquids hold is that they might offer process advantages, even novel behaviors that cannot be achieved in molecular solvents. We report here that the S(N)2 reaction of the trifluoromethanesulfonate and bis(trifluoromethanesulfonyl)imide salts of dimethyl-4-nitrophenylsulfonium (p-NO(2)PhS(CH(3))(2)X; X = CF(3)SO(3), N(CF(3)SO(2))(2)) with chloride ion follow a fundamentally different pathway to when the same salts react in molecular solvents.
室温下呈盐态的液体在化学合成中的应用已经成为一个令人兴奋的研究领域。这些离子液体最有希望的是，它们可能提供工艺优势，甚至是在分子溶剂中无法实现的新行为。我们在这里报告，三氟甲磺酸根和双（三氟甲磺酰基）酰亚胺盐的二甲-4-硝基苯砜（[p-NO（2）PhS（CH（3））（2）]（+）[X]（-）; [X]（-）= [CF（3）SO（3）]（-），[N（CF（3）SO（2））（2）]（-））与氯离子的 S（N）2 反应遵循一条完全不同的途径，而当相同的盐在分子溶剂中反应时，其遵循一条不同的途径。
