边臂修饰的水杨醛缩邻氨基酚Schiff碱及其正丁基锡(IV)配合物的微波辅助合成、晶体结构及荧光性质研究
收稿日期: 2014-04-20
修回日期: 2014-06-03
网络出版日期: 2014-07-02
基金资助
湖南省自然科学基金(No.13JJ3112)、湖南省科技计划(Nos.2013TZ2025, 2014NK3086, 2014FJ3060)、湖南省普通高等学校重点实验室开放基金(Nos.13K105, 14K104)、功能金属有机材料湖南省普通高校重点实验室开放基金(Nos.13K03, 13K04, 13K05)、湖南省教育厅基金项目(No.14C0171)、衡阳师范学院科学基金(Nos.12C45, 13A21)资助项目.
Microwave-Assisted Synthesis, Characterization and Fluorescence Properties of the Salicylaldehyde-o-aminophenol Schiff Base with Appended Donor Functionality and Their n-Butyltin(IV) Complexes
Received date: 2014-04-20
Revised date: 2014-06-03
Online published: 2014-07-02
Supported by
Project supported by the Hunan Provincial Natural Science Foundation of China (No.13JJ3112), the Scientific & Technological Projects of Hunan Province of China (Nos.2013TZ2025, 2014NK3086, 2014FJ3060), the Open Fund Project of Key Laboratory in Hunan Universities (Nos.13K105, 14K104), the Foundation of Key Laboratory of Functional Organometallic Materials, University of Hunan Province (Nos.13K03, 13K04, 13K05), the Scientific Research Fund of Hunan Provincial Education Department of China (No.14C0171) and the Science Foundation of Hengyang Normal University of China (Nos.12C45, 13A21).
蒋伍玖 , 邝代治 , 冯泳兰 , 庾江喜 , 张复兴 , 朱小明 . 边臂修饰的水杨醛缩邻氨基酚Schiff碱及其正丁基锡(IV)配合物的微波辅助合成、晶体结构及荧光性质研究[J]. 有机化学, 2014 , 34(11) : 2288 -2295 . DOI: 10.6023/cjoc201404037
A series of the salicylaldehyde-o-aminophenol Schiff base with appended donor functionality and their n-butyltin(IV) complexes have been synthesized and characterized by 1H NMR and 13C NMR, IR, UV-vis, elemental analysis and single-crystal X-ray study. The fluorescence spectra of ligands and complexes have been tested, and the fluorescent light-emitting mechanism has been preliminary studied.
[1] Gedye, R.; Smith, F.; Westaway, K.; Ali, H.; Baldisera, L.; Laberge, L.; Rousell, J. Tetrahedron Lett. 1986, 27, 279.
[2] (a) Baghurst, D. R.; Michael, D.; Mingos, P.; Watson, M. J. J. Organomet. Chem. 1989, 368, C43.(b) Baghurst, D. R.; Mingos, D. M. P. J. Organomet. Chem. 1990, 384, C57.
[3] (a) Baghurst, D. R.; Cooper, S. R.; Greene, D. L.; Mingos, D. M. P.; Reynolds, S. M. Polyhedron 1990, 9, 893.(b) Greene, D.; Mingos, D. M. Transition Met. Chem. 1991, 16, 71.
[4] Murugavel, R.; Gogoi, N. J. Organomet. Chem. 2008, 693, 3111.
[5] (a) Singh, R. V.; Chaudhary, P.; Chauhan, S.; Swami, M. Spectrochim. Acta A 2009, 72, 260.(b) Singh, R. V.; Chaudhary, P.; Poonia, K.; Chauhan, S. Spectrochim. Acta A 2008, 70, 587.
[6] Salmon, L.; Thuéry, P.; Rivière, E.; Ephritikhine, M. Inorg. Chem. 2005, 45, 83.
[7] Wang, M.; Wang, L. F.; Li, Y. Z.; Li, Q. X.; Xu, Z. D.; Qu, D. M. Transition Met. Chem. 2001, 26, 307.
[8] Padhyé, S.; Kauffman, G. B. Coord. Chem. Rev. 1985, 63, 127.
[9] Hu, Y.; Li, Q. Q.; Li, H.; Guo, Q. N.; Lu, Y. G.; Li, Z. Y. Dalton. Trans. 2010, 39, 11344.
[10] (a) Yin, H. D.; Liu, H.; Hong, M. J. Organomet. Chem. 2012, 713, 11.(b) Hanif, M.; Hussain, M.; Ali, S.; Bhatti, M. H.; Ahmed, M. S.; Mirza, B.; Stoeckli-Evans, H. Polyhedron 2010, 29, 613.(c) Kalu?erovi?, G. N.; Paschke, R.; Prashar, S.; Gómez-Ruiz, S. J. Organomet. Chem. 2010, 695, 1883.(d) Kang, W.; Wu, X.; Huang, J. J. Organomet. Chem. 2009, 694, 2402.(e) Shang, X.; Ding, N.; Xiang, G. Eur. J. Med. Chem. 2012, 48, 305.(f) Lin, S; Fu, Z. F.; He, X. L.; Liu, H. Y.; Sun, X. Q.; Wang, X.; Lu, L. D. Chin. J. Org. Chem. 2006, 26, 856 (in Chinese).(林森, 付志飞, 何小立, 刘环宇, 孙小强, 汪信, 陆路德, 有机化学, 2006, 26, 856.)(g) Gong, G. F.; Song, R.; Zou, Y. B.; Lin, S. Chin. J. Org. Chem. 2013, 33, 803 (in Chinese).(龚根飞, 宋冉, 邹引波, 林森, 有机化学, 2013, 33, 803.)
[11] Xu, R. R.; Pang, W. Q.; Huo, Q. S. Inorganic Synthesis and Preparative Chemistry, Higher Education Press, Beijing, 2009, pp. 316~320 (in Chinese).(徐如人, 庞文清, 霍启升, 无机合成与制备化学, 高等教育出版社, 北京, 2009, pp. 316~320.)
[12] Chang, J. H.; Dong, Q. G. Spectral Theory and Analysis, Science Press, Beijing, 2012, pp. 15~19 (in Chinese).(常建华, 董绮功, 波谱原理及解析, 科学出版社, 北京, 2012, pp. 15~19.)
[13] (a) Jiang, W. J.; Kuang, D. Z.; Yu, J. X.; Feng, Y. L.; Zhang, F. X.; Wang, J. Q. Chin. J. Inorg. Chem. 2012, 28, 2363 (in Chinese).(蒋伍玖, 邝代治, 庾江喜, 冯泳兰, 张复兴, 王剑秋, 无机化学学报, 2012, 28, 2363.)(b) Kobakhidze, N.; Farfán, N.; Romero, M.; Méndez-Stivalet, J. M.; Gabriela Ballinas-López, M.; García-Ortega, H.; Domínguez, O.; Santillan, R.; Sánchez-Bartéz, F.; Gracia-Mora, I. J. Organomet. Chem. 2010, 695, 1189.(c) Kuang, D. Z.; Feng, Y. L.; Zhang, F. X.; Wang, J. Q. Chin. J. Inorg. Chem. 2010, 26, 2160 (in Chinese).(邝代治, 冯泳兰, 张复兴, 王剑秋, 无机化学学报, 2010, 26, 2160.)(d) Yin, H. D.; Hong, M.; Li, G.; Wang, D. Q. J. Organomet. Chem. 2005, 690, 3714.(e) Yu, J. X.; Feng, Y. L.; Kuang, D. Z.; Yin, D. L.; Zhang, F. X.; Wang, J. Q. Chin. J. Inorg. Chem. 2012, 28, 279 (in Chinese).(庾江喜, 冯泳兰, 邝代治, 尹笃林, 张复兴, 王剑秋, 无机化学学报, 2012, 28, 279.)(f) Jiang, W. J.; Yang, N. F.; Kuang, D. Z.; Feng, Y. L.; Zhang, F. X.; Wang, J. Q.; Liu, M. Q.; Yu, J. X. Chin. J. Struct. Chem. 2011, 30, 1327 (in Chinese).(蒋伍玖, 阳年发, 邝代治, 冯泳兰, 张复兴, 王剑秋, 刘梦琴, 庾江喜, 结构化学, 2011, 30, 1327.)
[14] (a) Pretsch, E.; Bühlmann, P.; Badertscher, M. Structure Determination of Organic Compounds, 4th ed., Springer-Verlag, Berlin Heidelberg, 2009.(b) Fulmer, G. R.; Miller, A. J. M.; Sherden, N. H.; Gottlieb, H. E.; Nudelman, A.; Stoltz, B. M.; Bercaw, J. E.; Goldberg, K. I. Organometallics 2010, 29, 2176.(c) Clark, H. C.; Jain, V. K.; Mehrotra, R. C.; Singh, B. P.; Srivastava, G.; Birchall, T. J. Organomet. Chem. 1985, 279, 385.
[15] Yin, H. D.; Hong, M.; Xue, S. C.; Wang, D. Q. Chin. J. Inorg. Chem. 2005, 21, 1073 (in Chinese).(尹汉东, 洪敏, 薛绳才, 王大奇, 无机化学学报, 2005, 21, 1073.)
[16] Hong, M.; Yin, H. D.; Chen, S. W.; Wang, D. Q. J. Organomet. Chem. 2010, 695, 653.
[17] Zhang, F. X.; Wang, J. Q. Kuang, D. Z.; Feng, Y. L.; Xu, Z. F.; Yu, J. X. Chin. J. Inorg. Chem. 2005, 21, 1073 (in Chinese).(张复兴, 王剑秋, 邝代治, 冯泳兰, 许志锋, 庾江喜, 无机化学学报, 2013, 29, 537.)
[18] (a) Shi, S. M.; Le, F. F. Adv. Fine Petrochem. 2011, 27, 51 (in Chinese).(施少敏, 乐飞飞, 精细石油化工进展, 2011, 27, 51.)(b) Shi, S. M.; Lü, Y. H.; Xu, J. G.; Le, F. F. Chem. Intermed. 2011, 36 (in Chinese).(施少敏, 吕银华, 徐金光, 乐飞飞, 化工中间体, 2011, 36.)
[19] Wang, Y. N. Ph.D. Dissertation, Lanzhou University, Lanzhou, 2011 (in Chinese).(王丽娜, 博士论文, 兰州大学, 兰州, 2011.)
[20] Wei, Q.; Chen, S. P.; Pan, R. Q. Fine Chem. 2000, 17, 178 (in Chinese).(魏青, 陈三平, 潘瑞琪, 精细化工, 2000, 17, 178.)
[21] Armarego, W. L. F.; Chai, C. L. L. Purification of Laboratory Chemicals, 6th ed., Butterworth-Heinemann, Oxford, 2009.
[22] Sheldrick, G. M. SHELXL-97, A Program for Crystal Structure Refinement, University of Geöttingen, Germany, 1997.
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