Luminescent Organogels Generated from Nucleosides Functionalized with Carbazole: Synthesis and Probing for F–. Issue 16 (26th April 2018)

• Record Type: Journal Article
• Authors: Jia, Xiaoyu; Zhao, Jinyu; Xu, Shenzheng; Zhang, Fushuang; Sun, Jingbo; Lu, Ran
• Is Part Of: European journal of organic chemistry. Issue 16(2018)
• Page Start: 1910
• Page End: 1915
• Publication Date: 2018-04-26
• Subjects: Dyes/Pigments -- Gels -- Self‐assembly -- Fluorides -- Luminescence -- Sensors -- Functional organic materials; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201701728
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : Novel luminescent organogelators based on nucleosides functionalized with carbazole (UC8, UC12 andUC16 ) were designed and synthesized. Their gelation ability was tested and it was found that bothUC12 andUC16 could form stable organogels in toluene/petroleum ether. The UV/Vis absorption, fluorescence emission, and IR spectral changes during the gelation ofUC12 proved that the self‐assembly was driven by hydrogen‐bonding. The morphology of the xerogelUC16 obtained from toluene/petroleum ether (v/v 1:1) displayed tough rod‐like microstructures, and 3D networks formed from numerous nanofibers were observed for the xerogelUC16 obtained from toluene/petroleum ether (v/v 2:1). It was interesting that the obtained organogels emitting blue light could be destroyed by the addition of F –, accompanied by a reduction of the emission intensity. Therefore, these organogels could be used as sensory materials to recognize F – . Abstract : Novel luminescent organogelators that can form gels in mixed solvents were prepared by coupling carbazoles substituted with an alkyl chain on a nucleoside. The self‐assembly of gelators was shown to be driven by inherent hydrogen‐bonding and van der Waals' force. Both gels and solutions of nucleolipids could be used to detect F – .