메뉴 건너뛰기




Volumn 15, Issue 13, 2009, Pages 3110-3122

Enhanced electron-transfer properties of cofacial porphyrin dimers through π-π interactions

Author keywords

Electron transfer; Photochemistry; Photosynthesis; Pi interactions; Redox chemistry

Indexed keywords

BOND FORMATIONS; DRIVING FORCES; ELECTRON ACCEPTORS; ELECTRON DONORS; ELECTRON TRANSFER; LASER FLASH PHOTOLYSIS; MARCUS THEORIES; PHOTO-INDUCED ELECTRON TRANSFERS; PHOTOCHEMISTRY; PHOTOSYNTHETIC REACTION CENTERS; PI INTERACTIONS; PORPHYRIN DIMERS; PORPHYRIN RINGS; RADICAL CATIONS; REDOX CHEMISTRY; REORGANIZATION ENERGIES; SPECTROSCOPIC MEASUREMENTS; SPECTRUM CHARACTERISTICS; UNPAIRED ELECTRONS;

EID: 63749122940     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200802166     Document Type: Article
Times cited : (116)

References (119)
  • 2
    • 0003693731 scopus 로고
    • Eds, R. E. Blankenship, M. T. Madigan, C. E. Bauer, Kluwer Academic, Dordrecht
    • b) Anoxygenic Photosynthetic Bacteria (Eds.: R. E. Blankenship, M. T. Madigan, C. E. Bauer), Kluwer Academic, Dordrecht, 1995.
    • (1995) Anoxygenic Photosynthetic Bacteria
  • 3
    • 0004294245 scopus 로고
    • Eds, J. Deisenhofer, J. R. Norris, Academic Press, San Diego
    • a) The Photosynthetic Reaction Center (Eds.: J. Deisenhofer, J. R. Norris), Academic Press, San Diego, 1993;
    • (1993) The Photosynthetic Reaction Center
  • 55
    • 63749086249 scopus 로고    scopus 로고
    • The εD value was determined from the temperature- modulated absorption changes at the monomer (ΔAM) and dimer (ΔAD) band maxima: ΔAM, ε MΔCM, εDMΔC D and ΔAD, εDΔCD, εMDΔCM. in which εM and εDM are molar absorption coefficients of ZnTPnP, and (ZnTPnP.+)2 at monomer band maximum (735 nm, respectively, and εMD is the molar absorption coefficient of ZnTPnP, at the dimer band maximum 980 nm, The εM and εMD values were determined independently at low initial concentrations at 298 K to be 2.7×103M-1cm-1 0,respectively. Based on the material balance, Δ
    • -1.
  • 56
    • 63749118052 scopus 로고    scopus 로고
    • -1 (see Figure S1b in the Supporting Information).
    • -1 (see Figure S1b in the Supporting Information).
  • 59
    • 63749094214 scopus 로고    scopus 로고
    • 2DPO in Figure S2 in the Supporting Information can be simulated by two discrete oxidation waves at 0.68 and 0.77 eV by using Gaussian functions for the oxidation waves.
    • 2DPO in Figure S2 in the Supporting Information can be simulated by two discrete oxidation waves at 0.68 and 0.77 eV by using Gaussian functions for the oxidation waves.
  • 60
    • 0002514628 scopus 로고
    • Ed, H. Scheer, CRC, Boca Raton
    • a) T. Watanabe, M. Kobayashi in Chlorophylls (Ed.: H. Scheer), CRC, Boca Raton, 1991, pp. 287-315;
    • (1991) Chlorophylls , pp. 287-315
    • Watanabe, T.1    Kobayashi, M.2
  • 64
    • 0014931136 scopus 로고    scopus 로고
    • .+ exhibits a single line with unresolved hyperfine structure. The observed ESR spectrum was simulated using the hyperfine coupling (hfc) constants estimated from DFT calculation (B3LYP/3-21G basis set) and literature data (dashed line in Figure S5b and c in the Supporting Information); see: J. Fajer. D. C. Borg, A. Forman, D. Dolphin, R. H. Felton, J. Am. Chem. Soc. 1970, 92, 3451.
    • .+ exhibits a single line with unresolved hyperfine structure. The observed ESR spectrum was simulated using the hyperfine coupling (hfc) constants estimated from DFT calculation (B3LYP/3-21G basis set) and literature data (dashed line in Figure S5b and c in the Supporting Information); see: J. Fajer. D. C. Borg, A. Forman, D. Dolphin, R. H. Felton, J. Am. Chem. Soc. 1970, 92, 3451.
  • 65
    • 0015024854 scopus 로고    scopus 로고
    • If the electron spin of Zn2DPB, is delocalized over the whole π-system, the ESR spectrum of Zn2DPB, can be simulated with the half values of hfc constants and double numbers of atoms in Zn(Et4Me4PhP, The narrower ESR linewidth of Zn2DPB, is well reproduced by the simulated spectrum see the solid line in Figure S5b in the Supporting Information, Thus, the narrowing of the ESR spectrum of Zn2DPB, together with the observation of the NIR absorption results from the spin delocalization due to the charge resonance effect rather than the fast spin exchange: see: J. R. Norris, R. A. Uphaus, H. L. Crespi, J. J. Katz, Proc. Natl. Acad. Sci. USA 1971, 68, 625, and ref, 11
    • .+ together with the observation of the NIR absorption results from the spin delocalization due to the charge resonance effect rather than the fast spin exchange: see: J. R. Norris, R. A. Uphaus, H. L. Crespi, J. J. Katz, Proc. Natl. Acad. Sci. USA 1971, 68, 625, and ref. [11].
  • 74
    • 63749129208 scopus 로고    scopus 로고
    • Since the absorption ranges of porphyrin radical cations are nearly overlapped by the more intense T-T absorptions, the ket values are determined from the triplet decay at 520 nm. which is the wavelength around the isosbestic point of Zn(Et4Me4PhP) and ZnEt 4Me4PhP, and at 770 nm in which only 3Zn2DPB* has an absorption
    • 2DPB* has an absorption.
  • 75
    • 0031587455 scopus 로고    scopus 로고
    • obs versus concentrations of acceptors were linear without showing nonlinear behavior. This indicates that photoinduced electron transfer occurs through an outer-sphere mechanism. For innersphere photoinduced electron transfer, see: a R. Rathore, S. M. Hubig, J. K. Kochi, J. Am. Chem. Soc. 1997, 119, 11468;
    • obs versus concentrations of acceptors were linear without showing nonlinear behavior. This indicates that photoinduced electron transfer occurs through an outer-sphere mechanism. For innersphere photoinduced electron transfer, see: a) R. Rathore, S. M. Hubig, J. K. Kochi, J. Am. Chem. Soc. 1997, 119, 11468;
  • 79
    • 0002097688 scopus 로고    scopus 로고
    • 4PhP)* is relatively short compared to the porphyrin dimers due to the torsional vibrations of the unsubstituted phenyl ring; see: a) V. Knyukshto, E. Zenkevich, E. Sagun, A. Shulga, S. Bachilo, Chem. Phys. Lett. 1998, 297, 97;
    • 4PhP)* is relatively short compared to the porphyrin dimers due to the torsional vibrations of the unsubstituted phenyl ring; see: a) V. Knyukshto, E. Zenkevich, E. Sagun, A. Shulga, S. Bachilo, Chem. Phys. Lett. 1998, 297, 97;
  • 81
    • 63749118307 scopus 로고    scopus 로고
    • -5M).
    • -5M).
  • 83
    • 63749105839 scopus 로고    scopus 로고
    • 4PhP).
    • 4PhP).
  • 86
    • 63749108275 scopus 로고    scopus 로고
    • The energy level of the Sl state was determined by averaging the energies of the corresponding 0-0 transition peaks in the absorption and fluorescence bands.
    • The energy level of the Sl state was determined by averaging the energies of the corresponding 0-0 transition peaks in the absorption and fluorescence bands.
  • 102
    • 0005707945 scopus 로고    scopus 로고
    • et values close to the diffusion rate constant. This limitation has precluded the determination of the maximum λ value for the photoinduced electron-transfer reactions, expected from Equation (12); see: S. Marguet, P. Hapiot, P. Neta, J. Phys. Chem. 1994, 98, 7136.
    • et values close to the diffusion rate constant. This limitation has precluded the determination of the maximum λ value for the photoinduced electron-transfer reactions, expected from Equation (12); see: S. Marguet, P. Hapiot, P. Neta, J. Phys. Chem. 1994, 98, 7136.
  • 103
    • 63749111466 scopus 로고    scopus 로고
    • It should be noted that the λ value would reach a maximum value with an increase in the driving force of electron transfer see ref, 47
    • It should be noted that the λ value would reach a maximum value with an increase in the driving force of electron transfer (see ref. [47]).
  • 105
    • 63749090690 scopus 로고    scopus 로고
    • The radical cation of a coordinated dimer of imidazolyl-substituted zinc porphyrin was reported to be delocalized over the whole π-system, 12b] The first oxidation potential of the dimer was, however, positively shifted when the driving force of the photoinduced electron transfer of the dimer becomes smaller than the monomer, in contrast to the porphyrin dimers in our study Figure 5
    • [12b] The first oxidation potential of the dimer was, however, positively shifted when the driving force of the photoinduced electron transfer of the dimer becomes smaller than the monomer, in contrast to the porphyrin dimers in our study (Figure 5).
  • 106
    • 63749109808 scopus 로고    scopus 로고
    • -1 from the spectral change in electron transfer from the tetramethylsemiquinone radical anion to p-DNB in PhCN at 298 K.
    • -1 from the spectral change in electron transfer from the tetramethylsemiquinone radical anion to p-DNB in PhCN at 298 K.
  • 108
    • 63749116903 scopus 로고    scopus 로고
    • Although the electron-transfer reaction in the natural photosynthetic system occurs in the protein, the small external reorganization of the special pair may play an important role to control the electron transfer because the special pair is locally aligned in polar circumstances: see: a A. Warshel, Proc. Natl. Acad. Sci. USA 1980, 77, 3105;
    • Although the electron-transfer reaction in the natural photosynthetic system occurs in the protein, the small external reorganization of the special pair may play an important role to control the electron transfer because the special pair is locally aligned in polar circumstances: see: a) A. Warshel, Proc. Natl. Acad. Sci. USA 1980, 77, 3105;
  • 111
    • 0000700975 scopus 로고    scopus 로고
    • Eds, K. M. Kadish, K. Smith, R. Guilard, Academic Press, San Diego
    • M. D. G. H. Vicente in The Porphyrin Handbook, Vol. 1 (Eds.: K. M. Kadish, K. Smith, R. Guilard). Academic Press, San Diego, 2000, pp. 149-200.
    • (2000) The Porphyrin Handbook , vol.1 , pp. 149-200
    • Vicente, M.D.G.H.1
  • 118
    • 63749097889 scopus 로고    scopus 로고
    • Gaussian 03. Revision B.04, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr, T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D.J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayak
    • Gaussian 03. Revision B.04, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D.J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian, Inc., Wallingford CT, 2004.
  • 119
    • 63749110099 scopus 로고    scopus 로고
    • R. Dennington II, T. Keith, J. Millam, K. Eppinnett, W. L. Hovell, R. Gilliland, Semichem, Inc., Shawnee Mission, KS, 2003.
    • R. Dennington II, T. Keith, J. Millam, K. Eppinnett, W. L. Hovell, R. Gilliland, Semichem, Inc., Shawnee Mission, KS, 2003.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.