Sulfonate leaving groups include a cation chelating moiety, e.g. a polyether or crown ether. The chelating moiety stabilizes the sulfonate leaving group by forming a complex with a cation of a cation-nucleophile combination. The stabilized leaving group is more easily displaced under many conditions than are standard arylsulfonate leaving groups such as the toxyl group. The chelating moiety also favors certain cations depending on the identity of the moiety thereby enhancing the reaction rate with nucleophilic salts containing the preferred cation. Use of the inventive leaving groups results in improved yields, decreased reaction times and improved product purity.
磺酸离去基团包括一个阳离子螯合基团,例如聚醚或
冠醚。螯合基团通过与阳离子-亲核物质的阳离子形成复合物来稳定
磺酸离去基团。稳定的离去基团在许多条件下比标准的芳基
磺酸离去基团(如toxyl基团)更容易被取代。螯合基团还根据其身份证明有利于某些阳离子,从而增强了与含有优选阳离子的亲核盐的反应速率。使用这种创新的离去基团可以提高产率,缩短反应时间并提高产品纯度。