基于联萘衍生物手性构型高度稳定的特点,以光学活性的(R)-2,2'-二乙炔基-1,1'-联萘为模板,设计了3个有趣的拓扑环芳分子——含有4个手性联萘单元的(R,R,R)-2a-2c,并探讨了它们的合成。合成路线涉及三甲基硅(Me3Si-)保护基的控制导入,对位取代的芳基连接桥的链接,保护基的脱去以及分子间偶合成环4个步骤.用比旋光度([a]D),MS,IR,UV-Vis,^1H和^13C NMR以及元素分析表征了这些化合物.
(R)-2,2'-Diethynyl-1,1'-binaphthyl with a highly stable chiral configuration was employed as a structural template, and three novel topologically interesting tetrabinaphthyl cyclophanes (R,R,R,R)-2a-2c were synthesized in an enantiopure form via four-step reactions including the introduction of protecting group (Me3Si-), linking of para-substituted benzene-bridge, removal of protecting group and intermolecular cross-coupling. The specific rotations ([a]D), MS, IR, UV-Vis, ^1H and ^13C NMR as well as elemental analysis characterized all intermediates and the target compound 2.