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

【摘要】 Using 4?-methoxy-5-hydroxyisoflavone and 4?,5-dihydroxy-7-methoxyisoflavone as leding compounds,6-methoxy-2 H-phenanthro[9,10-c]pyrazol-11-ol（1 a） and 9-methoxy-2 Hphenanthro [9,10-c]pyrazol-6,11-diol（1 b） 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 1 a 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,1 a 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 1 a and 1 b in the base and neutral media revealed that they possessed excited state intramolecular proton transfer phenomena（ESIPT）.更多还原

【Abstract】 Using 4?-methoxy-5-hydroxyisoflavone and 4?,5-dihydroxy-7-methoxyisoflavone as leding compounds,6-methoxy-2 H-phenanthro[9,10-c]pyrazol-11-ol（1 a） and 9-methoxy-2 Hphenanthro [9,10-c]pyrazol-6,11-diol（1 b） 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 1 a 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,1 a 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 1 a and 1 b in the base and neutral media revealed that they possessed excited state intramolecular proton transfer phenomena（ESIPT）.更多还原