Selective Interaction of N,N-Bis(Aminobenzyl)Naphthalenediimides with Fluorideanion
Supplementary Information
Selective interaction of N,N-bis(aminobenzyl)naphthalenediimides with fluorideanion
Sandy D. Ramírez-Zatarain,1 Adrián Ochoa-Terán,1 Edgar A. Reynoso-Soto,1 Valentín Miranda-Soto,1 R. M. Félix-Navarro,1 Georgina Pina-Luis,1 Anatoli K. Yatsimirsky2
1Centro de Graduados e Investigación en Química, Instituto Tecnológico de Tijuana. Tijuana, México.
2Facultad de Química, Universidad Nacional Autónoma de México. Ciudad de México, México.
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Figure S1. BzNDIs2a, 2b, 2c and2d in solid state.
Figure S2.1H-NMR spectrum of2a obtainedin DMSO-d6.
Figure S3.1H-NMR spectrum of 2bobtained in DMSO-d6.
Figure S4. 1H-NMR spectrum of 2cobtained in DMSO-d6.
Figure S5. 1H-NMR spectrum of 2dobtained in DMSO-d6.
Figure S6. Absorptionspectra of2bin different solvents at 5×10-5 M.
Figure S7. Absorption spectraof2cin different solvents at 5×10-5 M.
Figure S8. Absorption spectra of2din different solvents at 5×10-5 M.
(a)
(b)
Figure S9. a) Absorption spectra of2bin DMSO at different concentrations. Inset: Zoom of the CT band from 420 to 570 nm. b) Linear dependence of absorbance at 460 nm respect the molar concentration.
Figure S10. BzNDI2b solutions in DMSO at different concentration.
Figure S11. Absorption spectra of2awith different anions (150 equiv.) in DMSO.
Figure S12. Absorption spectra of2cwith different anions (150 equiv.) in DMSO.
Figure S13. Absorption spectra of2dwith different anions (150 equiv.) in DMSO.
Figure S14.The fitting profiles generated by HypSpec program for UV-Vis titration data of 2a by fluoride anion at 475 nm; dashed line is the fitting to a 1:1 model and the red solid line is the fitting to 1:1 and 1:2 model.
Figure S15.The fitting profiles generated by HypSpec program for UV-Vis titration data of 2b by fluoride anion at 475 nm; dashed line is the fitting to a 1:1 model and the red solid line is the fitting to 1:2 model.
Figure S16.The fitting profiles generated by HypSpec program for UV-Vis titration data of 2c by fluoride anion at 475 nm; dashed line is the fitting to a 1:1 model and the red solid line is the fitting to 1:2 model.
Figure S17.The fitting profiles generated by HypSpec program for UV-Vis titration data of 2d by fluoride anion at 475 nm; dashed line is the fitting to a 1:1 model and the red solid line is the fitting to 1:2 model.
Figure S18.The fitting profile generated by HypSpec program for fluorescence titration data of 0.05 mM2b by fluoride anion (emission at 437 nm).
Figure S19.The fitting profile generated by HypSpec program for fluorescence titration data of 1 mM2b by fluoride anion (emission at 600 nm).
Figure S20. Cyclic voltamperometryof 2a.
Figure S21. Cyclic voltamperometry of 2b.
Figure S22. Cyclic voltamperometry of 2c.
Figure S23. Cyclic voltamperometry of 2d.
Figure S24.1H-NMR spectra obtained in the titration of BzNDI2a with TBAF (0 to 2 molar equiv.). [2a] = 5mM.
Figure S25.1H-NMR spectra obtained in the titration of BzNDI2c with TBAF (0 to 2 molar equiv.). [2c] = 5mM.
FigureS26.1H-NMR spectra obtained in the titration of BzNDI2d with TBAF (0 to 2 molar equiv.). [2d] = 5 mM.
Figure S27.Dataprocessing of the UV/Vis diffuse reflectance for the Gap band determination.