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1 Structural Factors Determining Photophysical Properties of Directly linked Zinc(II) Porphyrin Dimers; Linking Position, Dihedral Angle, and Linkage Length Sung Cho, Min Chul Yoon, Jong Min Lim, Pyosang Kim, Naoki Aratani, Yasuyuki Nakamura, Toshiaki Ikeda, Atsuhiro Osuka, and Dongho Kim * 1 Optimized 3D structures of directly linked zinc(ii) porphyrin dimers. Four frontier MOs of the constituent porphyrin (ZnDPP). 3 MO shapes and energies of bbz. S1 fluorescence decay profiles in various solvents by using TCSPC. 5 Transient absorption spectra of ZnTPP in toluene. S1 fluorescence decay profiles around 50 nm of mmz and mbz. 7 Simulated absorption spectra upon increasing the dihedral angle. 8 Simulated absorption spectra upon increasing the linkage length. 9 Electron difference maps of twenty excited states of mmz. 10 Electron difference maps of twenty excited states of orthogonal mmz. 11 Electron difference maps of twenty excited states of mbz. 1 Electron difference maps of twenty excited states of bbz. 13 Electron difference maps of twenty excited states of orthogonal bbz. 1 Through space MO interactions in mmz. 15 Molecular structures of bbz in the ground and lowest excited states using HF Hamiltonian. 1
2 mmz mbz bbz Figure S1. Optimized 3D structures of directly linked zinc(ii) porphyrin dimers.
3 b 3g (LUMO) -.11 ev b g (L+1) ev a u (H-1) ev b 1u (HOMO) ev y x Figure S. Four frontier MOs of the constituent porphyrin (ZnDPP). 3
4 (HOMO-3) -5.5 ev 7 (HOMO-) ev Isovalue = 30 8 (HOMO-1) ev 9 (HOMO) ev 70 (LUMO) -.09 ev 71 (LUMO+1) -.1 ev Isovalue = 30 7 (LUMO+) ev 73 (LUMO+3) ev Figure S3. MO shapes and energies of bbz.
5 ZnTPP Normalized Fluorescence Intensity mmz mbz bbz 0 Time (ns) Figure S. S1 fluorescence decay profiles in various solvents (black: toluene, red: benzonitrile, and green: acetonitrile) after photoexcitation at 10 nm. 5
6 0. Absorbance Wavelength (nm) ZnTPP Figure S5. Transient absorption spectra of ZnTPP in toluene after photoexcitation at 550 nm at several time delays from to 00 ps.
7 Normalized Fluorescence Intensity 1 =.0 ns (100 %) mmz rise = 7. ps (.5 %) 1 = 1.97 ns (100 %) rise = 5 ps (18.8 %) 1 = 1.81 ns (100 %) Toluene Benzonitrile Normalized Fluorescence Intensity Acetonitrile Acetonitrile Time (ps) mbz rise = 100 ps (.7 %) 1 =.13 ns (100 %) 1 = 1.99 ns (100 %) rise = 70 ps (1.3 %) 1 = 1.7 ns (100 %) Toluene Benzonitrile Figure S. S1 fluorescence decay profiles around 50 nm of mmz and mbz after photoexcitation at 00 nm. 7
8 Simulated Absorbance (a.u.) mmz Orthogonal mmz mbz Orthogonal mbz bbz Orthogonal bbz Photon Energy (cm -1 ) Oscillator Strength Figure S7. Simulated absorption spectra upon increasing the interporphyrin dihedral angle. 8
9 Simulated Absorbance (a.u.) mmz 1.51 ÅA 1.5 ÅA mbz 1.9 ÅA 1.5 ÅA bbz 1. ÅA 1.5 ÅA 0 0 Oscillator Strength Photon Energy (cm -1 ) 0 Figure S8. Simulated absorption spectra upon increasing the length of the direct linkage. 9
10 Excited States Energy / ev Oscillator Strength State Dipole / Debye Frontier MOs Weight / % Q Q Q Q B B B B Figure S9. Electron difference maps of twenty excited states of mmz. 10
11 Excited States Energy / ev Oscillator Strength State Dipole / Debye Frontier MOs Weight / % Q Q Q Q CT CT B CT CT CT CT B B B Blue: positive Red: negative Figure S10. Electron difference maps of twenty excited states of orthogonal mmz. 11
12 Excited States Energy / ev Oscillator Strength State Dipole / Debye Frontier MOs Weight / % Q Q Q Q CT CT CT CT B with CT B with CT CT B with CT CT CT B Figure S11. Electron difference maps of twenty excited states of mbz. 1
13 Excited States Energy / ev Oscillator Strength State Dipole / Debye Frontier MOs Weight / % Q Q Q Q B B New B B Figure S1. Electron difference maps of twenty excited states of bbz. 13
14 Excited States Energy / ev Oscillator Strength State Dipole / Debye Frontier MOs Weight / % Q Q Q Q B B New B Blue: positive Red: negative Figure S13. Twenty excited states of orthogonal bbz. 1
15 (H-3) ev 9 (HOMO) ev Figure S1. Through space orbital interactions in mmz. 15
16 Molecular structures of bbz in the ground state (RHF/3 1G) C C C N C C C C N C C C C N C C C C C N C C C C N C C C Zn H H H H H H H C C H Zn C H C N N N C C H C C C C C H C C C C C C H H H H H H H H H H H
17 Molecular structures of bbz in the lowest excited state (CIS/3 1G). C C C N C C C C N C C C C N C C C C C N C C C C N C C C Zn H H H H H H H C C H Zn C H C N N N C C H C C C C C H C C C C C C H H H H H H H H H H H
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