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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/31675完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 梁文傑 | |
| dc.contributor.author | Chih-Kai Liang | en |
| dc.contributor.author | 梁智凱 | zh_TW |
| dc.date.accessioned | 2021-06-13T03:17:17Z | - |
| dc.date.available | 2011-08-03 | |
| dc.date.copyright | 2006-08-03 | |
| dc.date.issued | 2006 | |
| dc.date.submitted | 2006-07-28 | |
| dc.identifier.citation | 1. (a) Ullman, F. Ber. Dtsch. Chem. Ges. 1903, 36, 2382. (b) Gujadhur, R.; Venkataraman, D.; Kintigh, J. T. Tetrahedron Lett. 2001, 42, 4791.(b) Ma, D.; Zhang, Y.; Yao, J.; Wu, S.; Tao, F. J. Am. Chem. Soc. 1998, 120, 12459. (c) Kwong, F. Y.; Klapars, A.; Buchwald, S. L. Org. Lett. 2002, 4, 581.
2. (a) Goldberg, I. Ber. Dtsch. Chem. Ges. 1906, 39, 1691. (b) Sugahara, M.; Ukita,T. Chem. Pharm. Bull. 1997, 45, 719. (c) Lange, J. H. M.; Hofmeyer, L.J. F.; Hout, F. A. S.; Osnabrug, S. J. M.; Verveer, P. C.; Kruse, C. G.; Feenstra, R. W. Tetrahedron Lett. 2002, 43, 1101. 3. For review, please see Hartwig, J. F. Angew. Chem. Int. Ed. 1998, 37, 2046 4. Yamamoto, T.; Kurata, Y. Can. J. Chem. 1983, 61, 86. 5. Kiyomori, A.; Marcoux, J.-F.; Buchwald, S. L. Tetrahedron Lett. 1999, 40, 2657. 6. J. C. Antilla, A. Klapars, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 11684-11688. 7. F. Y. Kwong, A. Klapars, S. L. Buchwald, Org. Lett. 2002, 4, 581 – 584. 8. R. Gujadhur, D. Venkataraman, J. T. Kintigh, Tetrahedron Lett. 2001, 42, 4791-4793. 9. A. A. Kelkar, N. M. Patil, R. V. Chaudhari, Tetrahedron Lett. 2002, 43, 7143-7146. 10. A. Klapars, J. C. Antila, X. Huang, S. L. Buchwald, J. Am. Chem. Soc. 2001, 123, 7727-7729. 11. A. Klapars, X. Huang, S. L. Buchwald, J. Am. Chem. Soc. 2002, 124, 7421-7428. 12. S.-K. Kang, D.-H. Kim, J.-N. Pak, Synlett 2002, 3, 427–430. 13. J.H.M. Lange, L.J.F. Hofmeyer, F.A.S. Hout, S.J.M. Osnabrug, P.C. Verveer, C.G. Kruse, R.W. Feenstra, Tetrahedron Lett. 2002, 43, 1101. 14. G. Xu, Y.-G. Wang, Org. Lett., 2004, 6, 985-987 15. Parreira, R. L. T.; Abrahao, O.; Galembeck, S. E. Tetrahedron 2001, 57, 3243–3253. 16. Pastelin, G.; Mendez, R.; Kabela, E.; Farah, A. Life Sci. 1983, 33, 1787–1796. 17. Altomare, C.; Cellamare, S.; Summo, L.; Fossa, P.; Mosti, L.; Carotti, A. Bioorg. Med. Chem. 2000, 8, 909–916. 18. G. Mehta, V. Singh, Chem. Rev. 1999, 99, 881-930 and the references therein. 19. (a) Sieburth, S. McN.; Chen, J.; Ravindran, K.; Chen, J. J. Am. Chem. Soc. 1996, 118, 10803. (b) Lee, Y.; McGee, K. F., Jr.; Chen, J.; Rucando, D.; Sieburth, S. McN. J. Org. Chem. 2000, 65, 6676. 20. Wang, P.-S.; Liang, C.-K.; Leung, M.-K.; Tetrahedron, 2005, 61, 2931 21. E. R. Strieter, D. G. Blackmond, S. L. Buchwald, J. Am. Chem. SOC. 2005, 127, 4120-4121 22. Ma, D., Cai, Q., Org. Lett., 2003, 5, 3799 23. J. M. Renga, P. C. Wang, Tetrahedron lett. 1985, 26, 1175-1178 | |
| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/31675 | - |
| dc.description.abstract | 在本研究中我們合成了一系列的吡啶環酮寡聚物。合成的主要途徑分為兩種。第一種是利用步驟式(step-by-step)的合成方式去合成，它的優點是每次可以拿到單一產物而且比較沒有分離純化上的問題，缺點則是需要耗費較多時間。第二種則是寡聚化反應，它的優點是可以在單一反應下可以拿到我們所需要的不同吡啶環酮寡聚物，缺點則是分離純化較為麻煩。在研究寡聚化反應的過程中我們很幸運地捕捉到兩個關鍵的反應中間體，並且藉由這兩者的產率分佈得以對吡啶環酮寡聚化反應機構有更進一步的了解。接著我們利用步驟式合成與寡聚化反應兩者的結合來來成我們的目標產物，五聚物。最後藉由2-D COSY以及NOESY NMR來檢視三聚物(trimer-OH)在不同d-solvent下的構形。 | zh_TW |
| dc.description.abstract | In this research, we concentrate on the study of the synthesis of oligopyridone via Buchwald carbon-nitrogen bond coupling. The first strategy uses a step-by-step method, utilizing an alternative protection-deprotection approach to get a series of oligopyridones. In the second strategy, we try to use oligomerization method to get our target oligomers in one pot reaction. During the research, it is fortunate to trap the reaction intermediates to have a chance to understand the oligomerization mechanism. By using the combination of oligomerization and step-by-step approach, the pentamer is successfully synthesized. Via 2-D COSY and NOESY NMR as a probe, we examine the conformational structure of trimer-OH. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-13T03:17:17Z (GMT). No. of bitstreams: 1 ntu-95-R93223059-1.pdf: 678549 bytes, checksum: d57558329d4f2bd6eb955d98f258e4c0 (MD5) Previous issue date: 2006 | en |
| dc.description.tableofcontents | Contents …………………………………………………………………i
Chinese Abstract ……………………………………………………iii Abstract ………………………………………………………………iv Content of Schemes ……………………………………………………v Content of Tables……………………………………………………vii Content of Figures…………………………………………………viii Chapter 1 Introduction ………………………………………………1 1-1 Cu-catalyzed Carbon-Nitrogen Bond Formation……1 1-2 Introduction of 2-Pyridones…………………………10 1-3 Previous Work in Our Lab and Research Motivation…12 Chapter 2 Results & Discussion……………………………………16 2-1 Synthesis of Tetramer…………………………………16 2-2 Study of Oligomization…………………………………19 2-2-1 Attempts of the Oligomization…………………………19 2-2-2 Investigation of the Catalytic Condition of the Oligomization…………………………………………21 2-2-3 Modified Conditions for Improved Catalytic Ability…25 2-3 Accelerated Synthesis of Pentamer ……………………30 2-4 Conformation Study of Trimer-OH in Solution by NMR Spectroscopy……………………………………………… 32 2-5 Possible Enol-Keto Equilibrium in Deprotected Oligomers…………………………………………………45 Chapter 3 Conclusion………………………………………………47 Chapter 4 Experimental Section……………………………………49 4-1 Experimental Instruments and Reagents………………49 4-2 Synthetic Section………………………………………51 References…………………………………………………………64 Appendix : 1H & 13C NMR……………………………………………66 | |
| dc.language.iso | en | |
| dc.subject | 啶環酮寡聚物 | zh_TW |
| dc.subject | 吡 | zh_TW |
| dc.subject | oligopyridone | en |
| dc.subject | Buchwald Amidation | en |
| dc.title | 吡啶環酮寡聚物的合成與研究 | zh_TW |
| dc.title | The Synthesis and Study of Oligopyridones | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 94-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 李國安,蔡蘊明 | |
| dc.subject.keyword | 吡,啶環酮寡聚物, | zh_TW |
| dc.subject.keyword | oligopyridone,Buchwald Amidation, | en |
| dc.relation.page | 66 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2006-07-30 | |
| dc.contributor.author-college | 理學院 | zh_TW |
| dc.contributor.author-dept | 化學研究所 | zh_TW |
| 顯示於系所單位： | 化學系 | |
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