- 1 - Fluorenylidene Bridged Cyclotriphosphazenes: ‘Turn-Off’ Fluorescence Probe for Cu 2+ and Fe 3+ Gönül Yenilmez Çiftçi,* Elif Şenkuytu, Mahmut Durmuş, Fatma Yuksel and Adem Kılıç Department of Chemistry, Gebze Institute of Technology, Gebze 41400, Kocaeli, Turkey yenilmez@gyte.edu.tr Supporting Information TABLE OF CONTENTS Figure S1. (a) 1 H NMR spectrum of compound 4 in CDCl 3 between 0 – 8.5 ppm. (b) 1 H NMR expanded spectra between 7.00-8.00 ppm. ..................................................................... 3 Figure S2. (a) 1 H NMR spectrum of compound 8 in CDCl 3 between 0 – 9.00 ppm. (b) 1 H NMR expanded spectra between 4.50-7.80 ppm ...................................................................... 4 Table S1. 1 H NMR spectral data of compounds 3-6 in CDCl 3 ................................................ 5 Table S2. 1 H NMR spectral data of compounds 8-11 in CDCl 3 ........................................... 6 Table S3. Selected bond lengths (Å), bond angles (°) and torsion angles (°) for compounds 4, 8 and 9 .................................................................................................................................... 7 Figure S3. The selected bond angles of compounds 4, 8 and 9................................................ 9 Figure S4. The angles between the planes of aniline or phenol rings of compounds 4 and 8.10 Figure S5. The angles between the planes of cyclotriphosphazene and aniline or phenol rings of compounds 4, and 8 ............................................................................................................. 11 Figure S6. The angles between the planes of cyclotriphosphazene rings of compounds 4, 8 and 9 ......................................................................................................................................... 12 Figure S7. The angles between the planes of aniline rings of each FDA bridges of compound 9. ............................................................................................................................................... 13 Figure S8. The angles between the planes of two fluorenylidene rings of compound 9.......... 14 Figure S9. (A) Fluorescence response of chemosensor 3 to various equivalents of Cu 2+ . (B) The Benesi-Hildebrand graph and (C) Job's plot of 3-Cu 2+ complex in THF solutions. The total concentration of 3 and Cu 2+ was 1x10 -2 M. The excitation wavelength was 270 nm. The monitored wavelength was 325 nm. ........................................................................................15 Figure S10. The proposed interaction between chemosensor 3 and Cu 2+ ions.…………......15 Figure S11. (A) Fluorescence response of chemosensor 3 to various equivalents of Fe 3+ . (B) The Benesi-Hildebrand graph and (C) Job's plot of 3-Fe 3+ complex in THF solutions. The total concentration of 3 and Fe 3+ was 1x10 -3 M.. The excitation wavelength was 270 nm. The monitored wavelength was 325 nm..........................................................................................16 Figure S12. The proposed interaction between chemosensor 3 and Fe 3+ ions.........................16 Electronic Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2013