| p,p′-芳炔桥连的四联萘拓扑环芳分子的设计与合成 |
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| 引用本文： | 白灵卫,张志扬,陈强,严宏,彭志鸿,杨崧,安德烈.p,p′-芳炔桥连的四联萘拓扑环芳分子的设计与合成[J].化学学报,2008,66(5):545-551. |
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| 作者姓名： | 白灵卫 张志扬 陈强 严宏 彭志鸿 杨崧 安德烈 |
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| 作者单位： | 1. 湖南大学化学化工学院,化学生物传感与计量学国家重点实验室,长沙,410082
2. 湖南中医药大学药学院,长沙,410007 |
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| 基金项目： | 国家自然科学基金
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高等学校博士学科点专项科研项目 |
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| 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13C NMR以及元素分析表征了这些化合物.
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| 关 键 词： | 光学活性 联萘衍生物 结构模板 环芳化合物 |
| 收稿时间： | 2007-06-26 |
| 修稿时间： | 2007-11-15 |
Design and Synthesis of Novel Topologically Interesting Cyclophanes with p,p'-Arylene Ethynylene Connection Modes |
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| BAI,Ling-Wei,ZHANG,Zhi-Yang,CHEN,Qiang,YAN,Hong,PENG,Zhi-Hong,YANG,Song,AN,De-Lie.Design and Synthesis of Novel Topologically Interesting Cyclophanes with p,p'-Arylene Ethynylene Connection Modes[J].Acta Chimica Sinica,2008,66(5):545-551. |
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| Authors: | BAI Ling-Wei ZHANG Zhi-Yang CHEN Qiang YAN Hong PENG Zhi-Hong YANG Song AN De-Lie |
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| Institution: | (State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082)(School of Pharmaceutical Sciences, Hunan University of Traditional Chinese Medicine, Changsha 410007) |
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| 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. |
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| Keywords: | chirality binaphthyl structural template cyclophane |
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