Supporting Information. Exploring Förster Electronic Energy Transfer in a Decoupled Anthracenyl-based Borondipyrromethene (Bodipy) Dyad
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1 Supporting Information Exploring Förster Electronic Energy Transfer in a Decoupled Anthracenyl-based Borondipyrromethene (Bodipy) Dyad Dan Bai, Andrew C. Benniston, Jerry Hagon, Helge Lemmetyinen, ikolai Tkachenko, William Clegg and Ross W. Harrington S1. X-ray determined molecular structure for compound 4 showing the atomic labelling.
2 S2. Crystal packing diagram for ATBD in which pairwise stacking of anthracene units and a close approach of triazole CH to an F atom can be seen. H atoms are omitted for clarity; the view is down the a axis.
3 10000 ε max M -1 cm Wavelength / mn S3. Ambient temperature absorption spectrum for PHAT in dry toluene.
4 ormalized Absorbance Wavelength / nm ormalized Intensity S4. Ambient temperature absorption and fluorescence spectra for PHAT in dry toluene.
5 ormalised Wavenumber / cm -1 S5. Comparison of the corrected fluorescence excitation spectrum (red) with the absorption spectrum (black) for PHAT in dry toluene.
6 4 log (I) Time / ns S6. Time-correlated single photon counting fluorescence decay collected for PHAT in dry toluene and the least-squares fit to the single exponential (red line). Also shown is the instrument response function.
7 80000 F B F ε max M -1 cm Wavelength / nm S7. Ambient temperature absorption spectrum for BD1 in dry toluene.
8 ormalised Absorbance F B F Wavelength / nm ormalised Intensity S8. Ambient temperature absorption and fluorescence spectra for BD1 in dry toluene.
9 80000 Toluene F B F ε max M -1 cm UC TA F B F Wavelength / nm S9. Comparison of the ambient temperature absorption spectra for BD1 and ATBD in dry toluene. Arrows depict excitation wavelength used for transient absorption (TA) and up-conversion (UC) experiments.
10 1.0 ormalised Intensity F B F Wavenumber / cm -1 S10. Comparison of the corrected fluorescence excitation spectrum (red) with the absorption spectrum (black) for BDAT in dry toluene.
11 1.0 ormalised Intensity Wavenumber / cm -1 S11. Comparison of the normalised corrected fluorescence excitation spectra for BDAT in dry toluene at 293.8K (black) and K (red).
12 40 Current /µa Fc + /Fc Potential / V S12. Cyclic voltammogram for PHAT in dry DCM (0.2 M TBATFB background electrolyte) at a glassy carbon working electrode and vs Ag wire reference electrode. Scan rate = 50 mv s -1
13 Current / µa F B F Fc + /Fc Potential / V S13. Cyclic voltammogram for BD1 in dry DCM (0.2 M TBATFB background electrolyte) at a glassy carbon working electrode and vs Ag/AgCl reference electrode. Scan rate = 50 mv s -1
14 40 Current / µa 20 0 B F F Fc + /Fc Potential / V S14. Cyclic voltammogram for ATBD in dry DCM (0.2 M TBATFB background electrolyte) at a glassy carbon working electrode and vs Ag/AgCl reference electrode. Scan rate = 50 mv s -1
15 S15. Overlap between emission spectrum for PHAT (red) with S 0 -S 1 (blue) and S 0 -S 2 (green) electronic absorption transitions for BD1 (black)
16 S16. Comparison of the X-ray crystallographic determined structure for ATBD (top) and the computer generated model (middle). The bottom figure shows an overlay of the two structures ( and C atoms of bodipy core)
17 S17. HOMO and LUMO molecular orbitals calculated for PHAT using Gaussian-03 at the Hartree-Fock level and using a 6-311G basis set.
18 S18. HOMO and LUMO molecular orbitals calculated for PHAT using Gaussian-03 and DFT- B3LYP (6-311G basis set).
19 S19. HOMO and LUMO molecular orbitals calculated for ATBD using Gaussian-03 and Hartree- Fock (6-31G basis set).
20 0.02 MeTHF 528 nm A ATBD F B F Time / ps S20. Kinetics recorded at 530 nm ( ) and the least-squares fit (red line) to the data points from the transient absorption profiles recorded after excitation of ATBD in Me-THF at 400 nm with a 70 fs laser pulse.
21 10000 MeTHF (545 nm) 8000 Counts ATBD F B F Time / ps Counts MeTHF (460 nm) ATBD F B F Time / ps S21. Femtosecond up-conversion profiles recorded at two different wavelengths following excitation of ATBD in MeTHF at 380 nm with a 70 fs laser pulse. Least-squares fit to data points ( ) is shown by red line.
22 DCE 530 nm A ATBD F B F Time / ps S22. Kinetics recorded at 530 nm ( ) and the least-squares fit (red line) to the data points from the transient absorption profiles recorded after excitation of ATBD in DCE at 400 nm with a 70 fs laser pulse.
23 5000 DCE (545 nm) 4000 Counts ATBD F B F Time / ps 350 DCE (460 nm) 300 Counts 250 ATBD F B F Time / ps S23. Femtosecond up-conversion profiles recorded at two different wavelengths following excitation of ATBD in DCE at 380 nm with a 70 fs laser pulse. Least-squares fit to data points ( ) is shown by red line.
24 S24. Overlap integral (J F ) calculation result showing the area for the Bodipy-based S 0 -S 1 overlap (blue) and S 0 -S 2 overlap (green).
25 Intensity Area = 1 Area = Wavenumber / cm x x10-8 Area = 3.17 x 10-5 cm Intensity 8.0x x x x Wavenumber / cm -1 S25. Overlap integral (J DA ) calculation result showing the area for the Bodipy-based S 0 -S 1 overlap and S 0 -S 2 overlap.
26 S26. Illustration of generated planes and the corresponding κ 2 values for ATBD.
27 0.2 circle = τ TA triangle = τ 545 star = τ 460 1/τ s Black = toluene Red = DCE Blue = MeTHF /n 4 S27. Plots showing the relationships between k EET and 1/n 4 for ATBD.
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