Crystal Structure and ESIPT Phenomena of Anionic 2H-Phenanthro[9,10-c]pyrazol-11-ols

分类： 化学 >> 物理化学 提交时间： 2017-11-05 合作期刊: 《结构化学》

LI Chen-Chen HE Yun WEI Tao WANG Tao ZHANG Zun-Ting

摘要： Using 4΄-methoxy-5-hydroxyisoflavone and 4΄,5-dihydroxy-7-methoxyisoflavone as leding compounds, 6-methoxy-2H-phenanthro[9,10-c]pyrazol-11-ol (1a) and 9-methoxy-2H-phenanthro [9,10-c]pyrazol-6,11-diol (1b) were synthesized by two dehydration processes in the EtOH solution. They were characterized by IR, 1H NMR and 13C NMR. The black prism crystal of 1a was grown by the slow solvent evaporation technique from 40:1 (v/v) CHCl3/MeOH, and it was determined by single-crystal X-ray diffraction. In the crystal structure, 1a was stabilized by intramolecular (O–H···N) and intermolecular (N–H···O, O–H···O, π···π, C–H···π) interactions. In addition, the fluorescence properties of 1a and 1b in the base and neutral media revealed that they possessed excited state intramolecular proton transfer phenomena (ESIPT).

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