高等学校化学学报 ›› 2005, Vol. 26 ›› Issue (4): 667.

• 研究论文 • 上一篇    下一篇

1,8-二羟基-9,10-二氢蒽的合成

施证伟, 李英, 陆国元   

  1. 南京大学化学系, 配位化学国家重点实验室, 南京 210093
  • 收稿日期:2004-04-15 出版日期:2005-04-10 发布日期:2005-04-10
  • 通讯作者: 陆国元(1945年出生),男,教授,博士生导师,从事有机合成和超分子化学研究.E-mail:Lugyuan@nju.edu.cn E-mail:Lugyuan@nju.edu.cn
  • 基金资助:

    国家自然科学基金(批准号:90101018);江苏省自然科学基金(批准号:BK2004085)资助.

Synthesis of 1,8-Dihydroxy-9,10-dihydroanthracene

SHI Zheng-Wei, LI Ying, LU Guo-Yuan   

  1. Department of Chemistry, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, China
  • Received:2004-04-15 Online:2005-04-10 Published:2005-04-10

摘要: 以1,8-二羟基蒽醌为原料,经甲醚化,锌粉和金属钠还原,去甲基等4步反应合成1,8-二羟基-9,10-二氢蒽,总产率为37.1,8-二甲氧基蒽醌用NaBH4/CF3COOH还原生成二聚产物,并测定了其单晶结构.

关键词: 蒽酮还原, 9, 10-二氢蒽, 蒽酮二聚体, 晶体结构

Abstract: Dihydroxy-9,10-dihydroanthracene has a strong potential as the intermediate in the synthesis of organic opto-electronic materials. It was synthesized from 1,8-dihydroxy-9,10-anthraquinone by the methylation, reduction(zinc/acetic acid, sodium/ethanol)and demethylation. The total yield was 37. The reduction of 1,8-dimethoxy-9,10-anthraquinone with sodium borohydride/trifluroacetic acid generated novel anthrone dimer, and its crystal structure was determined by X-ray diffraction. The crystal data indicate that anthrone dimer adopts a less overlapped transoid conformation and the two methoxyl groups and carbonyl group exist in the different sides of the dimer.

Key words: Anthraquinone reduction, 9,10-Dihydroanthracene, Anthrone dimer, Crystal structure

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