以連續取代反應合成車輪烷之研究

張珺童; Chun-Tung Chang

請用此 Handle URI 來引用此文件： http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/93163

完整後設資料紀錄

DC 欄位	值	語言
dc.contributor.advisor	邱勝賢	zh_TW
dc.contributor.advisor	Sheng-Hsien Chiu	en
dc.contributor.author	張珺童	zh_TW
dc.contributor.author	Chun-Tung Chang	en
dc.date.accessioned	2024-07-22T16:09:25Z	-
dc.date.available	2024-10-09	-
dc.date.copyright	2024-07-22	-
dc.date.issued	2024	-
dc.date.submitted	2024-07-18	-
dc.identifier.citation	1. Eichstaedt, K.; Jaramillo-Garcia, J.; Leigh, D. A.; Marcos, V.; Pisano, S.; Singleton, T. A., J. Am. Chem. Soc. 2017, 139, 9376-9381. 2. Muraoka, T.; Kinbara, K.; Kobayashi, Y.; Aida, T., J. Am. Chem. Soc. 2003, 125, 5 612-5613. 3. Jin, H.; Yang, L.; Ahonen, M. J. R.; Schoenfisch, M. H., J. Am. Chem. Soc. 2018, 140, 14178-14184. 4. Zhao, Y.-L.; Aprahamian, I.; Trabolsi, A.; Erina, N.; Stoddart, J. F., J. Am. Chem. Soc. 2008, 130, 6348-6350. 5. Tseng, I. C.; Zhang, M.-X.; Kang, S.-L.; Chiu, S.-H., Angew. Chem. Int. Ed. 2023, 62, e202309889. 6. Hiratani, K.; Kaneyama, M.; Nagawa, Y.; Koyama, E.; Kanesato, M., J. Am. Chem. Soc. 2004, 126, 13568-13569. 7. Bao, X.; Isaacsohn, I.; Drew, A. F.; Smithrud, D. B., J. Am. Chem. Soc. 2006, 128, 12229-12238. 8. Kay, E. R.; Leigh, D. A., Angew. Chem. Int. Ed. 2015, 54, 10080-10088. 9. Harrison, I. T.; Harrison, S., J. Am. Chem. Soc. 1967, 89, 5723-5724. 10. Xue, M.; Yang, Y.; Chi, X.; Yan, X.; Huang, F., Chem. Rev. 2015, 115, 7398-7501. 11. Lin, Y.-H.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H., Angew. Chem. Int. Ed. 2013, 52, 10231-10236. 12. Ho, T.-H.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H., Chem. Eur. J. 2014, 20, 4563-4567. 13. Asakawa, M.; Ashton, P. R.; Ballardini, R.; Balzani, V.; Bělohradský, M.; Gandolfi, M. T.; Kocian, O.; Prodi, L.; Raymo, F. M.; Stoddart, J. F.; Venturi, M., J. Am. Chem. Soc. 1997, 119, 302-310. 14. Chiang, T.-H.; Tsou, C.-Y.; Chang, Y.-H.; Lai, C.-C.; Cheng, R. P.; Chiu, S.-H., Org. Lett. 2021, 23, 5787-5792. 15. Rowan, S. J.; Cantrill, S. J.; Stoddart, J. F.; White, A. J. P.; Williams, D. J., Org. Lett. 2000, 2, 759-762. 16. Nierengarten, I.; Meichsner, E.; Holler, M.; Pieper, P.; Deschenaux, R.; Delavaux-Nicot, B.; Nierengarten, J.-F., Chem. Eur. J. 2018, 24, 169-177. 17. Tsai, C.-Y.; Cheng, H.-T.; Chiu, S.-H., Angew. Chem. Int. Ed. 2023, 62, e202308974. 18. Kulchat, S.; Lehn, J.-M., Chem. Asian J. 2015, 10, 2484-2496. 19. Lin, C.-F.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H., Chem. Eur. J. 2007, 13, 4350-4355. 20. Wang, J.; Gao, X.; Boarino, A.; Célerse, F.; Corminboeuf, C.; Klok, H.-A., Macromolecules 2022, 55, 10145-10152. 21. Orita, A.; Okano, J.; Tawa, Y.; Jiang, L.; Otera, J., Angew. Chem. Int. Ed. 2004, 43, 3724-3728. 22. Bumstead, A. M.; Cordes, D. B.; Dawson, D. M.; Chakarova, K. K.; Mihaylov, M. Y.; Hobday, C. L.; Düren, T.; Hadjiivanov, K. I.; Slawin, A. M. Z.; Ashbrook, S. E.; Prasad, R. R. R.; Wright, P. A., Chem. Eur. J. 2018, 24, 6115-6126. 23. Adam, A.; Haberhauer, G., Chem. Eur. J. 2017, 23, 12190-12197. 24. Cheng, P.-N.; Huang, P.-Y.; Li, W.-S.; Ueng, S.-H.; Hung, W.-C.; Liu, Y.-H.; Lai, C.-C.; Wang, Y.; Peng, S.-M.; Chao, I.; Chiu, S.-H., J. Org. Chem. 2006, 71, 2373-2383. 25. Chan, J. Z.; Chang, Y.; Wasa, M., Org. Lett. 2019, 21, 984-988. 26. Lim, J. Y. C.; Yuntawattana, N.; Beer, P. D.; Williams, C. K., Angew. Chem. Int. Ed. 2019, 58, 6007-6011. 27. Grunder, S.; Muñoz Torres, D.; Marquardt, C.; Błaszczyk, A.; Krupke, R.; Mayor, M., Eur. J. Org. Chem. 2011, 2011, 478-496. 28. Zhang, T.-Y.; Deng, Y.; Wei, K.; Yang, Y.-R., Org. Lett. 2021, 23, 1086-1089.	-
dc.identifier.uri	http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/93163	-
dc.description.abstract	由於主客體結合形成準車輪烷的過程需要許多非共價作用力的共同合作，因此，反應過程或化學試劑中若有諸如強酸強鹼、高極性溶劑或競爭離子的出現，都可能對主客體的結合造成相當不利的影響。因此，迄今僅有少數的化學反應能適用在準車輪烷的封鎖反應上。替代法則可以避開這些反應限制或試劑要求，先藉由特定的封鎖基團合成替代車輪烷、再進行可保持大環內鎖的封鎖基團更換反應。我們認為若能選定好適當的封鎖基團，則不僅能高效地製備目標車輪烷，還能同時將封鎖基團回收再利用，使替代法能夠更加符合分子經濟學。	zh_TW
dc.description.abstract	Because many weak non-covalent interactions are involved in the efficient assembly of pseudorotaxanes, only a few chemical reactions are available for the practical interlocking of pseudorotaxanes. The so-called "surrogate approach" has been developed to bypass the limitations. Sutiable stoppering units are chosen to interlock pseudorotaxanes with high efficiency and then reactions of the stoppering functionalities are performed to replace them with new ones, without dissociation of the interlocked macrocycle. We believe that by selecting appropriate stopper, not only can the target pseudorotaxanes be efficiently synthesized, but the stopper can also be recycled, thereby making the Surrogate approach more economically valuable.	en
dc.description.provenance	Submitted by admin ntu (admin@lib.ntu.edu.tw) on 2024-07-22T16:09:25Z No. of bitstreams: 0	en
dc.description.provenance	Made available in DSpace on 2024-07-22T16:09:25Z (GMT). No. of bitstreams: 0	en
dc.description.tableofcontents	中文摘要 I Abstract II 目次 III 圖次 IV 表次 VI 第一章緒論 1 1.1 超分子化學 1 1.2 車輪烷 2 1.3 車輪烷合成 3 1.4 以代理法合成車輪烷 7 1.5 N,N-二甲基苯胺之共價動力學研究 10 第二章結果與討論 12 2.1 研究動機 12 2.2 代理車輪烷之合成 13 2.3 封鎖基團交換反應 16 2.4 [4]車輪烷之合成 21 第三部分實驗部分 23 第四章參考文獻 42 附錄 45	-
dc.language.iso	zh_TW	-
dc.title	以連續取代反應合成車輪烷之研究	zh_TW
dc.title	Sequential Nucleophilic Substitution Interlocks Pseudorotaxanes with Various Linking Functionalities	en
dc.type	Thesis	-
dc.date.schoolyear	112-2	-
dc.description.degree	碩士	-
dc.contributor.oralexamcommittee	陳平;徐秀福;李文山	zh_TW
dc.contributor.oralexamcommittee	Richard-P Cheng;Hsiu-Fu Hsu;Wen-Shan Li	en
dc.subject.keyword	車輪烷,	zh_TW
dc.subject.keyword	rotaxane,	en
dc.relation.page	87	-
dc.identifier.doi	10.6342/NTU202401799	-
dc.rights.note	未授權	-
dc.date.accepted	2024-07-18	-
dc.contributor.author-college	理學院	-
dc.contributor.author-dept	化學系	-
顯示於系所單位：	化學系

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