Direct Synthesis of β-Hydroquinone-porphyrin from 2-Nitro-porphyrinand  Hydroquinone and Their Molecular Recognition Study

Chinese Journal of Organic Chemistry ›› 2004, Vol. 24 ›› Issue (2): 199-204. Previous Articles Next Articles

从2-硝基卟啉和氢醌直接合成β-氢醌卟啉及其氢醌卟啉的分子识别研究

陈彰评^*,a, 戴明^a, 陈世清^b, 黄齐茂^a, 尚利^a

^a武汉大学化学与分子科学学院武汉 430072
^b武汉化工学院化工制药系武汉 430073

收稿日期:2003-02-09 修回日期:2003-06-23 接受日期:2003-08-29 发布日期:2022-09-20
基金资助:
国家自然科学基金(No. 29872033)资助项目

Direct Synthesis of β-Hydroquinone-porphyrin from 2-Nitro-porphyrinand Hydroquinone and Their Molecular Recognition Study

CHEN, Zhang-Ping^*,a, DAI, Ming^a, CHEN, Shi-Qing^b, HUANG, Qi-Mao^a, SHANG, Li^a

^aCollege of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072
^bDepartment of Pharmaceutical Technology, Wuhan Institute of ChemicalTechnology, Wuhan 430073

Received:2003-02-09 Revised:2003-06-23 Accepted:2003-08-29 Published:2022-09-20
Contact: * E-mail: chenzp@chem.whu.edu.cn; Fax: 027-87647617.

Abstract

2-(2,5-Dihydroxyphenyl)-5,10,15,20-tetraphenylporphyrin and its nickel(II), copper(II) and zinc(II) complexes 5～8 have been firstly synthesized by direct reaction of hydroquinone with 2-nitro-5,10,15,20-tetraphenylporphyrin and its corresponding metal complexes1～4, respectively at 240 ℃. The results show that the neutral hydroquinone can react with 2-nitro-porphyrin and its metal complexes to yieldcomplexes 5～8 in good yields (81%, 61%, 71% and 41% for 5, 6, 7 and 8, respectively). The recognition of quinones by 1 and 5 has also been investigated by using UV-vis spectrometry, fluorescence spectrometry and electrochemical method, and 5 shows the selective recognition of quinones.

Key words: 2-nitro-porphyrin, hydroquinone, synthesis of β-hydroquinone-porphyrin, molecular recognition

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CHEN, Zhang-Ping, DAI, Ming, CHEN, Shi-Qing, HUANG, Qi-Mao, SHANG, Li. Direct Synthesis of β-Hydroquinone-porphyrin from 2-Nitro-porphyrinand Hydroquinone and Their Molecular Recognition Study[J]. Chinese Journal of Organic Chemistry, 2004, 24(2): 199-204.

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从2-硝基卟啉和氢醌直接合成β-氢醌卟啉及其氢醌卟啉的分子识别研究

Direct Synthesis of β-Hydroquinone-porphyrin from 2-Nitro-porphyrinand Hydroquinone and Their Molecular Recognition Study

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