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Chin. J. Org. Chem. ›› 2006, Vol. 26 ›› Issue (9): 1225-1231. Previous Articles     Next Articles

Original Articles

5,7′-(亚甲胺基)-二-8-羟基喹啉的合成及其理论研究

周亚东a,b，曾和平*,a,b，靖慧莲b，袁国赞b，欧阳新华b   

  1. (a华南理工大学功能分子研究所 广州510641)
    (b华南师范大学有机化学研究所 广州 510631)
  • 收稿日期:2005-09-26 修回日期:1900-01-01 发布日期:2006-09-11
  • 通讯作者: 曾和平

Synthesis and Theoretical Investigation of 5,7′-(Iminomethyl)-bis-8-hydroxyquinoline

ZHOU Ya-Donga,b,ZENG He-Ping*,a,b,JING Hui-Lianb
YUAN Guo-Zanb,OUYANG Xin-Huab   

  1. (a Institute of Functional Molecules, South China University of Technology, Guangzhou 510641)
    (b Institute of Organic Chemistry, South China Normal University, Guangzhou 510631)
  • Received:2005-09-26 Revised:1900-01-01 Published:2006-09-11
  • Contact: ZENG He-Ping

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In the condition of p-toluene sulfonic acid as a catalyst and controlled pH to approximate 9 with triethylamine, 5,7′-(iminomethyl)-bis-8-hydroxyquinoline was synthesized by reaction of 7-formyl-8-hy- droxyquinoline with 5-amino-8-hydroxyquinoline and characterized by IR, UV, 1H NMR and MS spectra. Photoluminescence property of target product was measured comparatively. The geometry structure was optimized and vibration spectrum of such compound was predicted by the density functional theory calculations with the B3LYP functional at the level of 6-31G(d,p) basis set, which in good agreement with the observed date.

Key words: synthesis, quantum chemistry, 5,7′-(iminomethyl)-bis-8-hydroxyquinoline