請用此 Handle URI 來引用此文件:
http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/32585
完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 邱勝賢 | |
dc.contributor.author | Nai-Chia Chen | en |
dc.contributor.author | 陳乃嘉 | zh_TW |
dc.date.accessioned | 2021-06-13T04:11:56Z | - |
dc.date.available | 2016-08-04 | |
dc.date.copyright | 2011-08-04 | |
dc.date.issued | 2011 | |
dc.date.submitted | 2011-07-28 | |
dc.identifier.citation | (1) (a) Molecular electronics: science and technology / edited by Ari Aviram and Mark Ratner; New York Academy of Sciences: New York, 1998; (b) Collier, C. P.; Mattersteig, G.; Wong, E. W.; Luo, Y.; Beverly, K.; Sampaio, J.; Raymo, F. M.; Stoddart, J. F.; Heath, J. R. Science 2000, 289, 1172-1175; (c) Yu, H.; Luo, Y.; Beverly, K.; Stoddart, J. F.; Tseng, H. R.; Heath, J. R. Angew. Chem. Int. Ed. 2003, 42, 5706-5711; (d) Flood, A. H.; Ramirez, R. J. A.; Deng, W.-Q.; Muller, R. P.; Goddard III, W. A.; Stoddart, J. F. Aust. J. Chem. 2004, 57, 301-322.
(2) (a) Anelli, P. L.; Spencer, N.; Stoddart, J. F. J. Am. Chem. Soc. 1991, 113, 5131-5133; (b) Anelli, P. L.; Asakawa, M.; Ashton, P. R.; Bissell, R. A.; Clavier, G.; Gorski, R.; Kaifer, A. E.; Langford, S. J.; Mattersteig, G.; Menzer, S.; Philp, D.; Slawin, A. M. Z.; Spencer, N.; Stoddart, J. F.; Tolley, M. S.; Williams, D. J. Chem. Eur. J. 1997, 3, 1113-1135; (c) Bermudez, V.; Capron, N.; Gase, T.; Gatti, F. G.; Kajzar, F.; Leigh, D. A.; Zerbetto, F.; Zhang, S. Nature 2000, 406, 608-611; (d) Cao, J.; Fyfe, M. C. T.; Stoddart, J. F.; Cousins, G. R. L.; Glink, P. T. J. Org. Chem. 2000, 65, 1937-1946; (e) Leigh, D. A.; Troisi, A.; Zerbetto, F. Angew. Chem. Int. Ed. 2000, 39, 350-353; (f) Loeb, S. J.; Wisner, J. A. Chem. Commun. 2000, 1939-1940. (3) Sutherland, I. O. In Annu. Rep. NMR Spectrosc.; Mooney, E. F., Ed.; Academic Press: 1972; Vol. 4, p 71-235. (4) It has been demonstrated that the shuttling process could be initiated by the addition of a polar solvnt that disrupts hydrogen-bonding interactions between the macrocycle and the dumbbell component of a glycylglycine rotaxane in a less-polar solvent, but this procedure seems to be irreversible; see: Leigh, D. A.; Murphy, A.; Smart, J. P.; Slawin, A. M. Z. Angew. Chem. Int. Ed. Engl. 1997, 36, 728-732. (5) (a) Lane, A. S.; Leigh, D. A.; Murphy, A. J. Am. Chem. Soc. 1997, 119, 11092-11093; (b) Hannam, J. S.; Lacy, S. M.; Leigh, D. A.; Saiz, C. G.; Slawin, A. M. Z.; Stitchell, S. G. Angew. Chem. Int. Ed. 2004, 43, 3260-3264; (c) Kawai, H.; Umehara, T.; Fujiwara, K.; Tsuji, T.; Suzuki, T. Angew. Chem. Int. Ed. 2006, 45, 4281-4286. (6) Jiang, L.; Okano, J.; Orita, A.; Otera, J. Angew. Chem. Int. Ed. 2004, 43, 2121-2124. (7) 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. (8) Cheng, P.-N.; Lin, C.-F.; Liu, Y.-H.; Lai, C.-C.; Peng, S.-M.; Chiu, S.-H. Org. Lett. 2006, 8, 435-438. (9) Chen, N.-C.; Huang, P.-Y.; Lai, C.-C.; Liu, Y.-H.; Wang, Y.; Peng, S.-M.; Chiu, S.-H. Chem. Commun. 2007, 4122-4124. (10) Lin, C.-F.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Chem. Eur. J. 2007, 13, 4350-4355. (11) Schubert, U. S.; Eschbaumer, C.; Hochwimmer, G. Synthesis 1999, 1999, 779,782. (12) Crystal data for 8•H2O•2PF6: [C74H94O7N4][PF6]2 ; Mr = 1441.47; triclinic; space group Pī; a = 12.1307(2), b = 12.8642(1), c = 27.3374(4) A; V=3867.49(9) A3; calcd = 1.238 g cm-3; (MoKa) = 0.137 mm-1; T = 295(2) K; colorless prisms; 13556 independent measuredreflections; F2 refinement; R1 = 0.0988, wR2 = 0.2862. (13) (a) Wook Lee, J.; Kim, K.; Kim, K. Chem. Commun. 2001, 1042-1043; (b) Elizarov, A. M.; Chiu, S.-H.; Stoddart, J. F. J. Org. Chem. 2002, 67, 9175-9181; (c) Badjic, J. D.; Ronconi, C. M.; Stoddart, J. F.; Balzani, V.; Silvi, S.; Credi, A. J. Am. Chem. Soc. 2006, 128, 1489-1499. (14) (a) Kawabata, E.; Kikuchi, K.; Urano, Y.; Kojima, H.; Odani, A.; Nagano, T. J. Am. Chem. Soc. 2004, 127, 818-819; (b) Blindauer, C. A.; Razi, M. T.; Parsons, S.; Sadler, P. J. Polyhedron 2006, 25, 513-520. (15) Leigh, D. A.; Lusby, P. J.; Slawin, A. M. Z.; Walker, D. B. Angew. Chem. Int. Ed. 2005, 44, 4557-4564. (16) (a) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 2495-2496; (b) Pedersen, C. J. J. Am. Chem. Soc. 1967, 89, 7017-7036; (c) Pedersen, C. J. Angew. Chem. Int. Ed. Engl. 1988, 27, 1021-1027. (17) Lehn, J.-M. Angew. Chem. Int. Ed. Engl. 1988, 27, 89-112. (18) (a) Cram, D. J.; Kaneda, T.; Helgeson, R. C.; Lein, G. M. J. Am. Chem. Soc. 1979, 101, 6752-6754; (b) Cram, D. J. Angew. Chem. Int. Ed. Engl. 1988, 27, 1009-1020. (19) (a) Bissell, R. A.; Cordova, E.; Kaifer, A. E.; Stoddart, J. F. Nature 1994, 369, 133-137; (b) Martinez-Diaz, M. V.; Spencer, N.; Stoddart, J. F. Angew. Chem. Int. Ed. Engl. 1997, 36, 1904-1907; (c) Ashton, P. R.; Ballardini, R.; Balzani, V.; Baxter, I.; Credi, A.; Fyfe, M. C. T.; Gandolfi, M. T.; Gomez-Lopez, M.; Martinez-Diaz, M. V.; Piersanti, A.; Spencer, N.; Stoddart, J. F.; Venturi, M.; White, A. J. P.; Williams, D. J. J. Am. Chem. Soc. 1998, 120, 11932-11942; (d) Jimenez, M. C.; Dietrich-Buchecker, C.; Sauvage, J.-P. Angew. Chem. Int. Ed. 2000, 39, 3284-3287; (e) Jimenez, M. C.; Dietrich-Buchecker, C.; Sauvage, J.-P.; De Cian, A. Angew. Chem. Int. Ed. 2000, 39, 1295-1298. (20) (a) Badjić, J. D.; Cantrill, S. J.; Grubbs, R. H.; Guidry, E. N.; Orenes, R.; Stoddart, J. F. Angew. Chem. Int. Ed. 2004, 43, 3273-3278; (b) Badjić, J. D.; Cantrill, S. J.; Stoddart, J. F. J. Am. Chem. Soc. 2004, 126, 2288-2289; (c) Badjić, J. D.; Nelson, A.; Cantrill, S. J.; Turnbull, W. B.; Stoddart, J. F. Acc. Chem. Res. 2005, 38, 723-732. (21) http://www.microcal.com/support/default.asp (22) Schalley, C. A. Analytical methods in supramolecular chemistry; Wiley-VCH: Weinheim, 2007. (23) Pierce, M. M.; Raman, C. S.; Nall, B. T. Methods 1999, 19, 213-221. (24) From ITC Expert User's Manual, MicroCal (25) Hsu, C.-C.; Chen, N.-C.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Angew. Chem. Int. Ed. 2008, 47, 7475-7478. (26) Lin, C.-F.; Liu, Y.-H.; Lai, C.-C.; Peng, S.-M.; Chiu, S.-H. Angew. Chem. Int. Ed. 2006, 45, 3176-3181. (27) Lin, C.-F.; Liu, Y.-H.; Lai, C.-C.; Peng, S.-M.; Chiu, S.-H. Chem. Eur. J. 2006, 12, 4594-4599. (28) Yen, M.-L.; Chen, N.-C.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Org. Lett. 2009, 11, 4604-4607. (29) (a) Lin, T.-C.; Lai, C.-C.; Chiu, S.-H. Org. Lett. 2008, 11, 613-616; (b) Chen, N.-C.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Chem. Eur. J. 2008, 14, 2904-2908. (30) Badjić, J. D.; Balzani, V.; Credi, A.; Silvi, S.; Stoddart, J. F. Science 2004, 303, 1845-1849. (31) Chmielewski, M. J.; Davis, J. J.; Beer, P. D. Org. Biomol. Chem. 2009, 7, 415-424. (32) Hsueh, S.-Y.; Kuo, C.-T.; Lu, T.-W.; Lai, C.-C.; Liu, Y.-H.; Hsu, H.-F.; Peng, S.-M.; Chen, C.-h.; Chiu, S.-H. Angew. Chem. Int. Ed. 2010, 49, 9170-9173. (33) (a) Nguyen, T. D.; Tseng, H.-R.; Celestre, P. C.; Flood, A. H.; Liu, Y.; Stoddart, J. F.; Zink, J. I. Proc. Natl. Acad. Sci. U. S. A. 2005, 102, 10029-10034; (b) Nguyen, T. D.; Liu, Y.; Saha, S.; Leung, K. C. F.; Stoddart, J. F.; Zink, J. I. J. Am. Chem. Soc. 2007, 129, 626-634. (34) (a) Cavallini, M.; Biscarini, F.; Leon, S.; Zerbetto, F.; Bottari, G.; Leigh, D. A. Science 2003, 299, 531; (b) Green, J. E.; Wook Choi, J.; Boukai, A.; Bunimovich, Y.; Johnston-Halperin, E.; DeIonno, E.; Luo, Y.; Sheriff, B. A.; Xu, K.; Shik Shin, Y.; Tseng, H.-R.; Stoddart, J. F.; Heath, J. R. Nature 2007, 445, 414-417. (35) (a) Cantrill, S. J.; Pease, A. R.; Stoddart, J. F. Journal of the Chemical Society, Dalton Transactions 2000, 3715-3734; (b) Gibson, H. W.; Yamaguchi, N.; Jones, J. W. J. Am. Chem. Soc. 2003, 125, 3522-3533. (36) Jones, J. W.; Gibson, H. W. J. Am. Chem. Soc. 2003, 125, 7001-7004. (37) (a) Nishida, H.; Takada, N.; Yoshimura, M.; Sonoda, T.; Kobayashi, H. Bull. Chem. Soc. Jpn. 1984, 57, 2600-2604; (b) Kobayashi, H. J. Fluorine Chem. 2000, 105, 201-203. (38) Strauss, S. H. Chem. Rev. 1993, 93, 927-942. (39) Exstrom, C. L.; Britton, D.; Mann, K. R.; Hill, M. G.; Miskowski, V. M.; Schaefer, W. P.; Gray, H. B.; Lamanna, W. M. Inorg. Chem. 1996, 35, 549-550. (40) (a) Fujiki, K.; Ikeda, S.-y.; Kobayashi, H.; Mori, A.; Nagira, A.; Nie, J.; Sonoda, T.; Yagupolskii, Y. Chem. Lett. 2000, 29, 62-63; (b) Chang, C.-T.; Chen, C.-L.; Liu, Y.-H.; Peng, S.-M.; Chou, P.-T.; Liu, S.-T. Inorg. Chem. 2006, 45, 7590-7592. (41) (a) Gaeta, C.; Troisi, F.; Neri, P. Org. Lett. 2010, 12, 2092-2095; (b) Talotta, C.; Gaeta, C.; Pierro, T.; Neri, P. Org. Lett. 2011, 13, 2098-2101. (42) Chiu, S.-H.; Liao, K.-S.; Su, J.-K. Tetrahedron Lett. 2004, 45, 213-216. (43) Hung, W.-C.; Liao, K.-S.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Org. Lett. 2004, 6, 4183-4186. (44) Hsueh, S.-Y.; Ko, J.-L.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Angew. Chem. Int. Ed. 2011, Early View. (45) Laursen, B. W.; Nygaard, S.; Jeppesen, J. O.; Stoddart, J. F. Org. Lett. 2004, 6, 4167-4170. (46) Chiu, C.-W.; Lai, C.-C.; Chiu, S.-H. J. Am. Chem. Soc. 2007, 129, 3500-3501. (47) (a) Keaveney, C. M.; Leigh, D. A. Angew. Chem. Int. Ed. 2004, 43, 1222-1224; (b) Huang, Y.-L.; Hung, W.-C.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chiu, S.-H. Angew. Chem. 2007, 119, 6749-6753; (c) Chuang, C.-J.; Li, W.-S.; Lai, C.-C.; Liu, Y.-H.; Peng, S.-M.; Chao, I.; Chiu, S.-H. Org. Lett. 2008, 11, 385-388. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/32585 | - |
dc.description.abstract | 在第一章節中,我們運用了一個簡單精巧的合成策略,在一鍋化的反應中建構出一個以大環分子 BPX26C6 為環形元件,而桿狀元件上具有兩個單吡啶辨識中心及一個2,2’-聯吡啶辨識中心的[2]車輪烷分子。由於此[2]車輪烷分子的環形元件可在兩個單吡啶辨識中心之間往返穿梭,因而可稱之為分子梭。在此我們除了證明分子梭上的大環元件確實可作往返穿梭運動並計算其穿梭速率,同時也藉由加入簡單的化學試劑,即時控制並偵測其大環元件運動行為之改變。當我們加入酸或金屬離子時,可以選擇性地將大環元件停留在桿狀分子中間的2,2’-聯吡啶陽離子辨識中心,亦或是停留在桿狀分子兩端的單吡啶陽離子辨識中心之一;而後只要再加入互補的化學試劑(鹼或金屬離子錯合物螫合基)即可使分子梭回復到原先大環往返穿梭的狀態。
而在第二章節中,我們簡短介紹了恆溫滴定微卡計之運作原理與操作原則,同時透過數個實例介紹,利用恆溫滴定微卡計進行直接測量鍵結常數以及透過競爭實驗間接測量鍵結常數之方法。 | zh_TW |
dc.description.abstract | Herein we report an easy-to-synthesize [2]rotaxane, which incorporates two ionic monopyridinium stations and one 2,2’-bipyridine station as the shaft of the dumbbell-shaped component and a bis-p-xylyl[26]crown-6(BPX26C6)unit as the macrocyclic component. In this molecular shuttle, the BPX26C6 unit can be docked selectively on either the central 2,2’-bipyridine station or one of the two terminal pyridinium stations, and subsequently, returned to its shuttling molecular motion through the in situ addition of simple reagents(acid/base or metal ion/metal-ion-complexing ligand pairs).
In chapter 2, we brief introduce the theory and principle of measuring binding constant by isothermal titration calorimetry. Several examples was reported to demonstrate the determination of binding constant by direct ITC experiment and competition ITC experiment. | en |
dc.description.provenance | Made available in DSpace on 2021-06-13T04:11:56Z (GMT). No. of bitstreams: 1 ntu-100-D96223119-1.pdf: 11111468 bytes, checksum: aba8c0ebd77b0985f803323bcf26cb9b (MD5) Previous issue date: 2011 | en |
dc.description.tableofcontents | 中文摘要 i
英文摘要 ii 論文發表 iii 目錄 iv 圖目錄 vi 流程目錄 ix 表目錄 x 第一章 即時啟動與停止分子梭運動行為之研究 1 1.1 研究動機 2 1.2 分子梭的設計與合成 3 1.3 分子梭之穿梭行為研究 6 1.4 利用酸/鹼控制分子梭之穿梭行為 9 1.5 利用金屬離子控制分子梭之穿梭行為 10 1.6 結論 12 第二章 利用恆溫滴定微卡計測量鍵結常數之研究 14 2.1 研究動機 15 2.2 恆溫滴定微卡計之研究 15 2.2.1 儀器簡介 15 2.2.2 裝置設計 16 2.2.3 測量原理 17 2.2.4 實驗之條件選擇 21 2.3 利用恆溫滴定微卡計測量鍵結常數之研究實例 23 2.3.1 冠醚分子21C7與二丙炔基銨鹽之鍵結常數測量 23 2.3.2 籠狀分子與數種客體分子之鍵結常數測量 29 2.4 結論 41 第三章 在弱配位陰離子車輪烷合成上之功能與俾益 43 3.1 研究動機 44 3.2 以弱配位的陰離子來增強主客分子的鍵結能力 45 3.3 以TFPB陰離子提升合成車輪烷分子的產率 47 3.4 不同溶劑對於TFPB陰離子的影響 49 3.5 合成在六氟磷酸鹽中無法觀測到鍵結訊號的車輪烷分子 50 3.6 以不同陰離子促使大環元件脫出啞鈴型元件之研究 55 3.7 結論 60 實驗部分 61 參考文獻 74 附錄 80 | |
dc.language.iso | zh-TW | |
dc.title | 即時啟動與停止分子梭運動行為之研究 | zh_TW |
dc.title | Parking and Restarting a Molecular Shuttle In Situ | en |
dc.type | Thesis | |
dc.date.schoolyear | 99-2 | |
dc.description.degree | 博士 | |
dc.contributor.oralexamcommittee | 徐秀福,陳平,賴建成,張哲健 | |
dc.subject.keyword | 超分子化學,車輪烷,分子梭,恆溫滴定微卡計, | zh_TW |
dc.subject.keyword | Supramolecular chemistry,Rotaxane,Molecular shuttle,Isothermal titration calorimeter, | en |
dc.relation.page | 132 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2011-07-28 | |
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 |
文件中的檔案:
檔案 | 大小 | 格式 | |
---|---|---|---|
ntu-100-1.pdf 目前未授權公開取用 | 10.85 MB | Adobe PDF |
系統中的文件,除了特別指名其著作權條款之外,均受到著作權保護,並且保留所有的權利。