利用「穿透後縮環法」合成以二級銨離子為基礎之高穩定性車輪烷分子

Abstract

在本研究中，我們使用缺少氧原子以及具有兩個芳香基甲基碸(arylmethylsulfone) 的大環分子為主體分子，與雙[3,5-二甲基苄基]銨-四[3,5-雙(三氟甲基)苯基]硼酸之啞鈴形分子為客體分子，利用穿透後縮環法來合成車輪烷分子。將此 [2]準車輪烷分子進行光化學反應，照光之後從兩個芳香基甲基碸的部位脫去二氧化硫，所得到的 [2]車輪烷分子能在393 K的氘二甲亞碸 (CD3SOCD3) 溶液中穩定存活至少5小時。

We report a “threading followed by shrinking” approach toward rotaxane synthesis using an “oxygen-deficient” macrocycle containing two arylmethyl sulfone units and the dumbbell-shaped salt bis(3,5-dimethylbenzyl)ammonium tetrakis(3,5-trifluoromethylphenyl)borate as the host and guest components, respectively. Extruding SO2 from both of the arylmethyl sulfone motifs of the corresponding [2]pseudorotaxane resulted in a [2]rotaxane that was sufficiently stable to maintain its molecular integrity in CD3SOCD3 at 393 K for at least 5 h.