Kundu Pronab, Ghosh Saptarshi, Karmakar Rajiv, Maiti Gourhari, Chattopadhyay Nitin
Department of Chemistry, Jadavpur University, Kolkata, 700 032, India.
J Fluoresc. 2016 May;26(3):845-54. doi: 10.1007/s10895-016-1772-9. Epub 2016 Feb 22.
Structural influence on the photophysical behavior of two pairs of molecular systems from the biologically potent benzoquinoline family, namely, dimethyl-3-(4-chlorophenyl)-3,4-dihydrobenzo[f]-quinoline-1,2-dicarboxylate, dimethyl-3-(2,6-dichlorophenyl)-3,4-dihydrobenzo[f]quinoline-1,2-dicarboxylate and their corresponding dehydrogenated analogues has been investigated exploiting experimental as well as computational techniques. The study unveils that dehydrogenation in the heterocyclic rings of the studied quinoline derivatives modifies their photophysics radically. Experimental observations imply that the photophysical behavior of the dihydro analogues is governed by the intramolecular charge transfer (ICT) process. However, the ICT process is restricted significantly by the dehydrogenation of the heterocyclic rings. Computational exertion leads to the proposition that the change in the electronic distribution in these molecular systems on dehydrogenation is the rationale behind the dramatic modification of their photophysics.
利用实验和计算技术，研究了来自具有生物活性的苯并喹啉家族的两对分子体系，即3-(4-氯苯基)-3,4-二氢苯并[f]喹啉-1,2-二甲酸二甲酯、3-(2,6-二氯苯基)-3,4-二氢苯并[f]喹啉-1,2-二甲酸二甲酯及其相应的脱氢类似物的结构对其光物理行为的影响。该研究揭示，所研究的喹啉衍生物杂环中的脱氢作用从根本上改变了它们的光物理性质。实验观察表明，二氢类似物的光物理行为受分子内电荷转移（ICT）过程支配。然而，杂环的脱氢作用显著限制了ICT过程。计算结果表明，这些分子体系脱氢后电子分布的变化是其光物理性质发生显著改变的原因。
