光谱学与光谱分析 |
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Synthesis of 2-(2,5-Dihydroxyphenyl)-Tetraphenylporphrin and Its Structure Identification |
CHEN Shi-qing, CHEN Zhang-ping*, HUANG Qi-mao, JIANG Zhong-xing |
College of Chemistry and Molecular Sciences, Wuhan University, Wuhan 430072, China |
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Abstract 2-(2,5-dihydroxyphenyl)-tetraphenylporphrin 1′, 2-(2,5-dihydroxyphenyl)-tetraphenylporphyrinato Cu(Ⅱ)2′, Ni(Ⅱ)3′ and Zn(Ⅱ)4′ were synthesized by direct reaction of 2-nitro-5,10,15, 20-tetraphenylporphrin 1 or its metallic complexes 2, 3, 4 with hydroquinone under heating without solvent. The yields were about 81%, 71%, 61% and 40% respectively for 1′, 2′, 3′ and 4′. Their structures were determined by 1 H NMR, 2D NMR, IR, MS and UV-Vis spectra. It is shown that the hydroquinone connects with pyrrole ring through carbon-carbon bond, and is located in the same plane of porphyrin. One of the hydroxy group of hydroquinone is located in the deshield area of porphyrin and its proton shift occurs downfield at δ=7.52. Another one is located in the shield area of meso benzene, and the proton shift occurs upfield at δ=4.18. Also the 6 proton shift of hydroquinone occurs upfield at δ=4.93.
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Received: 2003-05-28
Accepted: 2003-10-16
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Corresponding Authors:
CHEN Zhang-ping
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Cite this article: |
CHEN Shi-qing,CHEN Zhang-ping,HUANG Qi-mao, et al. Synthesis of 2-(2,5-Dihydroxyphenyl)-Tetraphenylporphrin and Its Structure Identification[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2004, 24(06): 713-716.
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URL: |
http://www.gpxygpfx.com/EN/Y2004/V24/I06/713 |
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