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p,p′-芳炔桥连的四联萘拓扑环芳分子的设计与合成
Design and Synthesis of Novel Topologically Interesting Cyclophanes with p,p′-Arylene Ethynylene Connection Modes
【摘要】 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,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([α]D),MS,IR,UV-Vis,1H和13CNMR以及元素分析表征了这些化合物.
【Abstract】 (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 ([α]D), MS, IR, UV-Vis, 1H and 13C NMR as well as elemental analysis characterized all intermediates and the target compound 2.
- 【文献出处】 化学学报 ,Acta Chimica Sinica , 编辑部邮箱 ,2008年05期
- 【分类号】O621.1
- 【被引频次】1
- 【下载频次】107