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We have already reported the reductive dimerization of 1a to 5 with Zn-MsOH: Kise, N.; Oike, H.; Okazaki, E.; Yoshimoto, M.; Shono, T. J. Org. Chem. 1995, 60, 3980.
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The calculations were carried out using the Gaussian 98W program: Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A., Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C.; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Baboul, A. G.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J. Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C. ; Head-Gordon, M.; Replogle, E. S.; Pople, J. A. Gaussian 98W, revision A.9; Gaussian, Inc.: Pittsburgh, PA, 1998.
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Martin, R.L.43
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Keith, T.45
Al-Laham, M.A.46
Peng, C.Y.47
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Johnson, B.51
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Head-Gordon, M.56
Replogle, E.S.57
Pople, J.A.58
more..
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24
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0141716193
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note
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It was confirmed that the optimized structures had only one imaginary frequency according to the vibration analysis. The imaginary frequency was verified to be consistent with the intramolecular coupling by displaying the vibrational mode using the Gauss View program.
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