Beneto Arockiam Jesin, Siva Ayyanar
School of Chemistry, Madurai Kamaraj University, Madurai-21, Tamilnadu, India.
Photochem Photobiol Sci. 2017 Feb 15;16(2):255-261. doi: 10.1039/c6pp00345a.
Two novel fluorescent probes based on triphenylamine (TPC) and phenanthro(9,10-d-imidazole) (PITP) have been synthesized and studied as cyanide selective indicators in aqueous media. Complete colour bleaching was observed due to the nucleophilic addition of cyanide to the 2-vinylmalononitrile of TPC, which results in the disruption of the extended conjugation and turns off the intramolecular charge transfer (ICT) process. Furthermore, a visible color change was observed with a large Stokes shift (108 nm) upon the addition of cyanide anions to PITP, due to the formation of hydrogen bonding between the CN anion and -NH of PITP, which increased the electron density on the donor moiety and induced strong ICT.
基于三苯胺(TPC)和菲咯(9,10-d-咪唑)(PITP)合成了两种新型荧光探针,并作为氰化物在水性介质中的选择性指示剂进行了研究。由于氰化物对TPC的2-乙烯基丙二腈进行亲核加成,观察到完全的颜色漂白,这导致扩展共轭的破坏并关闭分子内电荷转移(ICT)过程。此外,在向PITP中加入氰根阴离子后,观察到明显的颜色变化,斯托克斯位移大(108 nm),这是由于CN阴离子与PITP的-NH之间形成了氢键,增加了供体部分的电子密度并诱导了强烈的ICT。