Laboratoire de Chimie des Matériaux Moléculaires Université de Strasbourg et CNRS (UMR 7402 LIMA), Ecole Européenne de Chimie, Polymères et Matériaux 25 rue Becquerel 67087 Strasbourg Cedex 2 France.
ChemistryOpen. 2020 Mar 10;9(4):393-400. doi: 10.1002/open.202000035. eCollection 2020 Apr.
Rotaxane building blocks bearing 3,5-bis(trifluoromethyl) benzenesulfonate (BTBS) stoppers have been efficiently prepared from a pillar[5]arene derivative, 3,5-bis(trifluoromethyl) benzenesulfonyl chloride (BTBSCl) and different diols, namely 1,10-decanediol and 1,12-dodecanediol. The BTBS moieties of these compounds are good leaving groups and stopper exchange reactions could be achieved by treatment with different nucleophiles thus affording rotaxanes with ester, thioether or ether stoppers.
带有 3,5-双(三氟甲基)苯磺酸盐(BTBS)塞子的轮烷砌块已从柱[5]芳烃衍生物、3,5-双(三氟甲基)苯磺酰氯(BTBSCl)和不同二醇,即 1,10-癸二醇和 1,12-十二烷二醇中高效制备。这些化合物的 BTBS 部分是很好的离去基团,通过与不同亲核试剂的反应可以实现塞子交换反应,从而得到带有酯、硫醚或醚塞子的轮烷。