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(f) Lee, V. Ya.; Sekiguchi, A. In Reviews of Reactive Intermediates Chemistry; Moss, R. A., Platz, M. S., Jones, M., Jr., Eds.; Wiley: Hoboken, NJ, 2007.
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Zhu, Z.Y.1
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(a) Birot, M.; Pillot, J.-P.; Dunogues, J. Chem. Rev. 1995, 95, 1443.
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Birot, M.1
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Auner, N, Weis, J, Eds, Wiley-VCH: Weinheim
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(c) Kravchenko, V.; Bravo-Zhivotovskii, D.; Tumanskii, B.; Botoshansky, M.; Segal, N.; Molev, G.; Kosa, M.; Apeloig, Y. In Organosilicon Chemistry VI: From Molecules to Materials; Auner, N., Weis, J., Eds.; Wiley-VCH: Weinheim, 2005; p 48.
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Bravo-Zhivotovskii, D.2
Tumanskii, B.3
Botoshansky, M.4
Segal, N.5
Molev, G.6
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Apeloig, Y.8
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69049101777
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Kira, M.; Badugu, R. In Handbook of Photochemistry and Photobiology; Nalwa, H. S., Ed.; American Scientific Publishers: Stevenson Ranch, CA, 2003; 1.
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(d) Kira, M.; Badugu, R. In Handbook of Photochemistry and Photobiology; Nalwa, H. S., Ed.; American Scientific Publishers: Stevenson Ranch, CA, 2003; Vol. 1.
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Fogarty, H.A.1
Casher, D.L.2
Imhof, R.3
Schepers, T.4
Rooklin, D.W.5
Michl, J.6
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(f) Apeloig, Y.; Bravo-Zhivotovskii, D.; Yuzefovich, M.; Bendikov, M.; Shames, A. Appl. Magn. Reson. 2000, 18, 425.
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Yuzefovich, M.3
Bendikov, M.4
Shames, A.5
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(g) Azinovic, D.; Bravo-Zhivotovskii, D.; Bendikov, M.; Apeloig, Y.; Tumanskii, B.; Veprek, S. Chem. Phys. Lett. 2003, 257.
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Apeloig, Y.4
Tumanskii, B.5
Veprek, S.6
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16
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0035356386
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Photochemistry of stable organic radicals was reported. Canepa, M.; Fox, M. A.; Whitesell, J. K. J. Org. Chem. 2001, 66, 3886.
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Photochemistry of stable organic radicals was reported. Canepa, M.; Fox, M. A.; Whitesell, J. K. J. Org. Chem. 2001, 66, 3886.
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17
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0037151597
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Sekiguchi, A.; Fukawa, T.; Nakamoto, M.; Lee, V.Ya.; Ichinohe, M. J. Am. Chem. Soc. 2002, 124, 9865.
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J. Am. Chem. Soc
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Sekiguchi, A.1
Fukawa, T.2
Nakamoto, M.3
Lee, V.Y.4
Ichinohe, M.5
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18
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69049118944
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Synthesis of 1: a hexane solution (4 mL) of t-Bu2MeSiLi (B, 0.5 g, 3.0 mmol) was added to a frozen hexane solution (10 mL) of (t-Bu2MeSi)2HSiSiHCl2 (A, 0.44 g, 1.0 mmol, The frozen mixture was warmed up to 0°C and stirred for 1 h in the dark. All volatile compounds were then evaporated in vacuum, and 5 mL of dry hexane were added. Keeping the solution at -30°C for 12 h yielded 0.45 g (65, of orange prisms (Figure 1a, insert) identified as 1 by X-ray crystallography (Figure S1, EPR spectroscopy (Figure 1a, trapping reactions (Scheme 1, paths a, b, and non-preparative synthesis from other precursors (Scheme 1, paths c, d, UV-vis (Figure 3a, 230 nm (9300, 268 nm (13130, 278 nm (12200, 350 nm (3360, 428 nm 800
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2 (A) (0.44 g, 1.0 mmol). The frozen mixture was warmed up to 0°C and stirred for 1 h in the dark. All volatile compounds were then evaporated in vacuum, and 5 mL of dry hexane were added. Keeping the solution at -30°C for 12 h yielded 0.45 g (65%) of orange prisms (Figure 1a, insert) identified as 1 by X-ray crystallography (Figure S1), EPR spectroscopy (Figure 1a), trapping reactions (Scheme 1, paths a, b), and non-preparative synthesis from other precursors (Scheme 1, paths c, d); UV-vis (Figure 3a): 230 nm (9300), 268 nm (13130), 278 nm (12200), 350 nm (3360), 428 nm (800).
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19
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69049087494
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4 The EPR spectra of 2 at high resolution and in toluene glass (not reported previously) are given in Figures S5 and S6, respectively.
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4 The EPR spectra of 2 at high resolution and in toluene glass (not reported previously) are given in Figures S5 and S6, respectively.
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20
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69049095826
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2HSi). The synthesis and spectroscopy of these radicals will be reported elsewhere.
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2HSi). The synthesis and spectroscopy of these radicals will be reported elsewhere.
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21
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69049093594
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See Supporting Information for the CIF file and experimental details Figure S2
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See Supporting Information for the CIF file and experimental details (Figure S2).
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22
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69049110709
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α) = 113 G.
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α) = 113 G.
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23
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69049111525
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3SiLi, i.e., using eq 1; see the Supporting Information.
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3SiLi, i.e., using eq 1; see the Supporting Information.
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25
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0009841698
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(a) Stanislavski, D. A.; Buchanan, A. C., III.; West, R. J. Am. Chem. Soc. 1978, 100, 7791.
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(1978)
J. Am. Chem. Soc
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, pp. 7791
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Stanislavski, D.A.1
Buchanan III, A.C.2
West, R.3
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26
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69049096862
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(b) Sakurai, H.; Kira, M.; Sato, M. Chem. Lett. 1974, 3, 1323.
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(1974)
Chem. Lett
, vol.3
, pp. 1323
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Sakurai, H.1
Kira, M.2
Sato, M.3
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28
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69049102851
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Calculations were carried out at the UB3LYP/TZVP//UB3LYP/6-31G(d) level using the Gaussian 03, Revision D.02 series of programs: Frisch, M. J.; et al. Gaussian 03, revision D.02; Gaussian, Inc.: Wallingford, CT, 2004 (see the Supporting Information for the full list of authors and for the calculations' details).
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Calculations were carried out at the UB3LYP/TZVP//UB3LYP/6-31G(d) level using the Gaussian 03, Revision D.02 series of programs: Frisch, M. J.; et al. Gaussian 03, revision D.02; Gaussian, Inc.: Wallingford, CT, 2004 (see the Supporting Information for the full list of authors and for the calculations' details).
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30
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3843144920
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Disilene 4 was reported previously: Sekiguchi, A.; Inoue, S.; Ichinohe, M.; Arai, Y. J. Am. Chem. Soc. 2004, 126, 9626.
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Disilene 4 was reported previously: Sekiguchi, A.; Inoue, S.; Ichinohe, M.; Arai, Y. J. Am. Chem. Soc. 2004, 126, 9626.
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31
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(a) Takeda, N.; Kajiwara, T.; Suzuki, H.; Okazaki, R.; Tokitoh, N. Chem. - Eur. J. 2003, 9, 3530.
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(2003)
Chem. - Eur. J
, vol.9
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Takeda, N.1
Kajiwara, T.2
Suzuki, H.3
Okazaki, R.4
Tokitoh, N.5
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32
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0003670973
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Rappoport, Z, Apeloig, Y, Eds, John Wiley & Sons: Chichester, U.K
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(b) Gaspar, P. P.; West, R. In The Chemistry of Organic Silicon Compounds; Rappoport, Z., Apeloig, Y., Eds.; John Wiley & Sons: Chichester, U.K., 1998; Vol. 2.
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The Chemistry of Organic Silicon Compounds
, vol.2
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Gaspar, P.P.1
West, R.2
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69049118943
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The experiment was carried out in the EPR tube upon irradiation with a 1 kW mercury lamp inside the cavity of an EPR spectrometer. Full conversion of 1 under these conditions occurs in 200 s. We note that the recorded second-order decay of 1 upon irradiation is not proof for the bimolecular reaction since the quantum yield of the reaction was not measured. The kinetic curves are given in Figure S8
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The experiment was carried out in the EPR tube upon irradiation with a 1 kW mercury lamp inside the cavity of an EPR spectrometer. Full conversion of 1 under these conditions occurs in 200 s. We note that the recorded second-order decay of 1 upon irradiation is not proof for the bimolecular reaction since the quantum yield of the reaction was not measured. The kinetic curves are given in Figure S8.
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34
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69049089577
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In radical 2 only the SOMO-1 → SOMO transition occurs upon irradiation with λ > 400 nm. In radical 1 both SOMO-1 → SOMO and SOMO → LUMO transitions occur, and therefore photoexcited 1 may exhibit enhanced electron-donating properties (Figure S9).
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In radical 2 only the SOMO-1 → SOMO transition occurs upon irradiation with λ > 400 nm. In radical 1 both SOMO-1 → SOMO and SOMO → LUMO transitions occur, and therefore photoexcited 1 may exhibit enhanced electron-donating properties (Figure S9).
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36
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34247143185
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Related (not photoinduced) mechanism of hydrogen abstraction by organic radicals was reported: (a) Litwinienko, G.; Ingold, K. U. Acc. Chem. Res. 2007, 40, 222.
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Related (not photoinduced) mechanism of hydrogen abstraction by organic radicals was reported: (a) Litwinienko, G.; Ingold, K. U. Acc. Chem. Res. 2007, 40, 222.
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