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化学学报
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化学学报 ›› 2010, Vol. 68 ›› Issue (16): 1629-1634. 上一篇    下一篇

研究论文

新型环蕃二茂铁二甲酸二羟乙苯胺酯的合成及表征

杨秉勤*，白银娟，高波，张秉林   

  1. (西北大学化学系合成与天然功能分子化学教育部重点实验室 西安 710069)
  • 投稿日期:2010-01-22 修回日期:2010-04-07 发布日期:2010-04-22
  • 通讯作者: 杨秉勤 E-mail:yangbq@nwu.edu.cn
  • 基金资助:

    新型钙离子荧光指示剂的合成及在生物细胞中的应用研究

Synthesis and Characterization of Novel Dicarbonyl-dioxo-5- phenyl-N-[9] Ester Ferrocenophanes

YANG Bing-Qin, BAI Yin-Juan, GAO Bo, ZHANG Bing-Lin   

  1. (Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry, Northwest University, Xi'an 710069)
  • Received:2010-01-22 Revised:2010-04-07 Published:2010-04-22

PDF

1147

被引次数

8

以二茂铁为原料, 通过合成1,1'-二乙酰基二茂铁、1,1'-二茂铁二甲酸、1,1'-二茂铁二甲酰氯, 在高度稀释条件下与4种二羟乙基苯胺进行酯化反应得到了1,9-二羰基-2,8-二氧-5-(4-氟)苯基氮[9]二茂铁酯环蕃a, 1,9-二羰基-2,8-二氧-5-(4-甲基)苯基氮[9]二茂铁酯环蕃b, 1,9-二羰基-2,8-二氧-5-(4-甲氧基)苯基氮[9]二茂铁酯环蕃c, 1,9-二羰基-2,8-二氧-5-(4-硝基)苯基氮[9]二茂铁酯环蕃d. 用UV、1H NMR、FT-IR、元素分析和基质辅助激光解析电离-飞行时间质谱(MALDI-TOF)对这些化合物进行了表征. 培养了二茂铁酯环蕃a的单晶, 并对其结构进行了解析.

关键词: 二茂铁酯环蕃, 合成, 表征, 晶体结构

Four novel circlet ferrocenophanes: 1,9-dicarbonyl-2,8-dioxo-5-(4-fluoro)phenyl-N-[9] ester ferrocenophane a, 1,9-dicarbonyl-2,8-dioxo-5-(4-methyl)phenyl-N-[9] ester ferrocenophane b, 1,9-dicarbonyl- 2,8-dioxo-5-(4-methoxy)phenyl-N-[9] ester ferrocenophane c, 1,9-dicarbonyl-2,8-dioxo-5-(4-nitro)phenyl- N-[9] ester ferrocenophane d were synthesized starting from ferrocene via 1,1'-diacetylferrocene, 1,1'- ferrocene-dicarboxylic acid, 1,1'-ferrocene-di(carbonyl chloride) with dihydroxyethyl aniline under high dilute condition. The ester ferrocenophanes were characterized by UV, 1H NMR, IR, elemental analysis and matrix assisted laser desorption/ionization-time of flight (MALDI-TOF) MS. The crystals of ester ferrocenophane a were obtained and the crystal structure was determined by X-ray diffraction.

Key words: ester ferrocenophanes, synthesis, characterization, crystal structure