新型氮杂杯[4]吡啶[4]嘧啶的合成与晶体结构研究
收稿日期: 2013-07-26
修回日期: 2013-08-23
网络出版日期: 2013-08-29
基金资助
中央高校基本科研业务费专项基金(No. 13D110530)资助项目.
Synthesis and Crystal Structure of Azacalix[4]pyridine[4]pyrimidine
Received date: 2013-07-26
Revised date: 2013-08-23
Online published: 2013-08-29
Supported by
Project supported by the Fundamental Research Funds for the Central Universities (No. 13D110530).
从简单易得的2，6-二溴吡啶、4，6-二氯嘧啶两种原料出发，通过钯催化的“2+2”片段偶联法，简捷有效地合成了一种新型氮杂杯[4]吡啶[4]嘧啶，产物结构通过IR，1H NMR，13C NMR和HRMS进行了表征；并培养得到了氮杂杯[4]吡啶[4]嘧啶的晶体，对其晶体结构进行了X射线单晶衍射分析.
关键词： 氮杂杯[4]吡啶[4]嘧啶; 合成; 表征; 晶体结构
杨梓君 , 尹冲 , 张琳萍 , 钟毅 , 徐红 , 毛志平 . 新型氮杂杯[4]吡啶[4]嘧啶的合成与晶体结构研究[J]. 有机化学, 2013 , 33(12) : 2607 -2611 . DOI: 10.6023/cjoc201307042
A novel azacalix[4]pyridine[4]pyrimidine was synthesized by means of a [2+2] fragment coupling approach from 2,6-dibromopyridine and 4,6-dichloropyrimidine. The lead compound was characterized by 1H NMR, 13C NMR, IR and HRMS. The crystal structure was determined by X-ray diffraction method.
[1] (a) Lehn, J. M. Supramolecular Chemistry: Concepts and Perspectives, A Personal Account, VCH, Weinhein, 1995.
(b) Atwood, J. L.; Lehn, J. M. Comprehensive Supramolecular Chemistry, Vol. 1～10, Pregamon Press, New York, 1996.
(c) Steed, J. W.; Atwood, J. L. Supramolecular Chemistry, John Wiley & Sons, Ltd, Cambridge, UK, 2000.
[2] (a) Gutsche, C. D. Calixarenes, The Royal Society of Chemistry, Cambridge, 1989.
(b) Gutsche, C. D. Calixarenes Revisited, The Royal Society of Chemistry, Cambridge, 1998.
(c) Sameni, S.; Jeunesse, C.; Matt, D.; Harrowfield, J. Chem. Soc. Rev. 2009, 38, 2117.
(d) Nimse, S. B.; Kim, T. Chem. Soc. Rev. 2013, 42, 366.
(e) Dai, Y.-L.; Cao, Z.; Zeng, J.-L.; Gong, F.-C.; Hu, J.-L.; Hao, T.-T. Acta Chim. Sinica 2011, 69, 291 (in Chinese). (戴云林, 曹忠, 曾巨澜, 龚福春, 胡静龄, 赫婷婷, 化学学报, 2011, 69, 291.)
[3] (a) Ma, S.-L.; Guo, Q.-L.; Zhu, W.-X.; Zhao, M.-X.; Zhang, J.; Liu, Y.-C. Acta Chim. Sinica 2005, 63, 519 (in Chinese). (马淑兰, 郭倩玲, 朱文祥, 赵明新, 张静, 刘迎春, 化学学报, 2005, 63, 519.)
(b) Wang, M. X. Chem. Commun. 2008, 4541.
(c) Wang, M. X. Acc. Chem. Res. 2012, 45, 182.
(d) Xue, M.; Hu, S.-Z.; Chen, C.-F. Acta Chim. Sinica 2012, 70, 1697 (in Chinese). (薛敏, 胡树振, 陈传峰, 化学学报, 2012, 70, 1697.)
[4] (a) Xue, M.; Chen, C.-F. Org. Lett. 2009, 11, 5294.
(b) Xue, M.; Chen, C.-F. Chem. Commun. 2011, 47, 2318.
(c) Chen, C.-F. Chem. Commun. 2011, 47, 1674.
[5] König, B.; Fonseca, M. H. Eur. J. Inorg. Chem. 2000, 2303.
[6] (a) Wang, M. X.; Zhang, X. H.; Zheng, Q. Y. Angew. Chem., Int. Ed. 2004, 43, 838.
(b) Liu, S. Q.; Wang, D. X.; Zheng, Q. Y.; Wang, M. X. Chem. Commun. 2007, 3856.
[7] Wang, L. X.; Wang, D. X.; Huang, Z. T.; Wang, M. X. J. Org. Chem. 2010, 75, 741.
[8] Mathieu, S.; Gradl, S. N.; Wen, Z. Y.; Aliagas, I.; Janet, G. T.; Lee, W.; Pulk, R.; Zhao, G. L.; Bruno, A.; Boggs, J. W.; Choo, E. F.; Gould, S. E.; Georgia, H.; Ran, Y. Q.; Rudolph, J.; Ren, L.; Buckmelter, A. J.; Dinkel, V.; Gloor, S. L.; Hansen, J. D.; Hastings, G.; Laird, E. R.; Moreno, D.; Voegtli, W. C.; Wenglowsky, S.; Grina, J. J. Med. Chem. 2012, 55, 2869.
[9] (a) Zhang, E. X.; Wang, D. X.; Zheng, Q. Y.; Wang, M. X. Org. Lett. 2008, 10, 2565.
(b) Zhang, E. X.; Wang, D. X.; Huang, Z. T.; Wang, M. X. J. Org. Chem. 2009, 74, 8595.
[10] Sheldrick G. M. SHELX-97, University of Göttingen, Germany, 1997.
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