| 含卤素端基的单取代对-叔丁基杯[6]芳烃的合成与表征 |
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| 引用本文： | 张春雷,曹蓓,龚淑玲,陈远荫.含卤素端基的单取代对-叔丁基杯[6]芳烃的合成与表征[J].有机化学,2006,26(3):310-313. |
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| 作者姓名： | 张春雷 曹蓓 龚淑玲 陈远荫 |
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| 作者单位： | 武汉大学化学与分子科学学院,武汉,430072 |
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| 基金项目： | 国家自然科学基金(No.20272044)资助项目. |
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| 摘 要： | 用THF作为反应溶剂, K2CO3作碱, 对-叔丁基杯6]芳烃与二溴丁烷、二溴己烷和1,4-二氯丁炔-2反应以中等产率选择性地合成了含有卤素端基的单取代对-叔丁基杯6]芳烃2a～2c. 2a和2b可与对甲苯磺酸甲酯(MeOTs)反应高产率地得到全甲基化产物3a和3b. 通过核磁共振谱(1H NMR)和质谱(FAB-MS)表征, 发现所有化合物都具有预期结构, 2a～2c和3b在室温下是锥式构象, 而3a没有固定构象.
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| 关 键 词： | 杯[6]芳烃 单功能化 甲基化 构象 |
| 收稿时间： | 06 1 2005 12:00AM |
| 修稿时间： | 09 6 2005 12:00AM |
Sytheses and Characterization of Mono-substituted p-tert-Calix[6]arenes and Their Derivatives |
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| ZHANG,Chun-Lei,CAO,Bei,GONG,Shu-Ling,CHEN,Yuan-Yin.Sytheses and Characterization of Mono-substituted p-tert-Calix[6]arenes and Their Derivatives[J].Chinese Journal of Organic Chemistry,2006,26(3):310-313. |
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| Authors: | ZHANG Chun-Lei CAO Bei GONG Shu-Ling CHEN Yuan-Yin |
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| Institution: | College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072 |
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| Abstract: | Three mono-substituted p-tert-calix6]arenes (2a～2c) with terminal halogen groups have been synthesized by treating p-tert-calix6]arene with Br(CH2)4Br, Br(CH2)6Br or ClCH2C≡CCH2Cl in THF using K2CO3 as base in moderate yield, respec-tively. 2a and 2b could be further converted to 3a and 3b in high yields by MeOTs. Their structures and conformations were characterized by 1H NMR and MS spectra. It was concluded that 2a～2c and 3b existed in cone conformation at room temperature, but no confined conformation of 3a was observed. |
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| Keywords: | p-tert-calix[6]arene mono-functionalization methylation conformation |
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