Dual responsive chemosensors for anions : the combination of fluorescent PET (Photoinduced Electron Transfer) and colorimetric chemosensors in a single molecule Gunnlaugsson, Thorfinnur, Kruger, Paul E., Lee, T. Clive, Parkesh, Raman, Pfeffer, Frederick M. and Hussey, Gillian M. 2003, Dual responsive chemosensors for anions : the combination of fluorescent PET (Photoinduced Electron Transfer) and colorimetric chemosensors in a single molecule, Tetrahedron letters, vol. 44, no. 35, pp. 6575-6578, doi: 10.1016/S0040-4039(03)01699-X. Attached Files Name Description MIMEType Size Downloads Title Dual responsive chemosensors for anions : the combination of fluorescent PET (Photoinduced Electron Transfer) and colorimetric chemosensors in a single molecule Author(s) Gunnlaugsson, Thorfinnur Kruger, Paul E. Lee, T. Clive Parkesh, Raman Pfeffer, Frederick M. orcid.org/0000-0002-5441-6437 Hussey, Gillian M. Journal name Tetrahedron letters Volume number 44 Issue number 35 Start page 6575 End page 6578 Publisher Elsevier Ltd . Place of publication Amsterdam, The Netherlands Publication date 2003-08-25 ISSN 0040-4039 1873-3581 Summary The design and synthesis of two novel fluorescent PET anion sensors is described, based on the principle of ‘fluorophore-spacer-(anion)receptor’. The sensors 1 and 2 employ simple diaromatic thioureas as anion receptors, and the fluorophore is a naphthalimide moiety that absorbs in the visible part of the spectrum and emits in the green. Upon recognition of anions such as F− and AcO− in DMSO, the fluorescence emission of 1 and 2 was ‘switched off’, with no significant changes in the UV–vis spectra. This recognition shows a 1:1 binding between the receptor and the anions. In the case of F−, further additions of the anion, gave rise to large changes in the UV–vis spectra, where the λmax at 455 nm was shifted to 550 nm. These changes are thought to be due to the deprotonation of the 4-amino moiety of the naphthalimide fluorophore. This was in fact found to be the case, using simple naphthalimide derivatives such as 6. Sensors 1 and 2 can thus display dual sensing action; where at low concentrations, the fluorescence emission is quenched, and at higher concentrations the absorption spectra are modulated. Language eng DOI 10.1016/S0040-4039(03)01699-X Field of Research 030302 Nanochemistry and Supramolecular Chemistry HERDC Research category C1.1 Refereed article in a scholarly journal Copyright notice ©2003, Elsevier Ltd. Persistent URL http://hdl.handle.net/10536/DRO/DU:30028598 Document type: Journal Article Collections: Faculty of Science, Engineering and Built Environment School of Life and Environmental Sciences Related Links Link Description Connect to published version (restricted access) Go to link with your DU access privileges     Unless expressly stated otherwise, the copyright for items in DRO is owned by the author, with all rights reserved. Versions Version Filter Type Wed, 12 May 2010, 15:44:43 EST Wed, 12 May 2010, 15:51:00 EST Wed, 12 May 2010, 15:52:13 EST Mon, 16 Jun 2014, 15:33:31 EST Fri, 17 Oct 2014, 10:17:49 EST Filtered Full Citation counts:   Cited 238 times in TR Web of Science Cited 240 times in Scopus Search Google Scholar Access Statistics: 965 Abstract Views, 1 File Downloads  -  Detailed Statistics Created: Wed, 12 May 2010, 15:44:42 EST by Leanne Swaneveld