none 10.3987/COM-07-S(W)8 CLOCKSS Archive CLOCKSS Archive 5187 36411672 73640 20130405175717 10.13030 2024-06-24T20:34:45Z 2009-03-03T04:23:39Z 5 HETEROCYCLES HETEROCYCLES 0385-5414 HTCYAM 2007 74 1 Nagao Kobayashi Osamu Matsushita Atsuya Muranaka Yayoi Kobayashi 2007 321 COM-07-S(W)8 10.3987/COM-07-S(W)8 20130405175717 https://triggered.stanford.clockss.org/ServeContent?doi=10.3987%2Fcom-07-s%28w%298 https://triggered.edinburgh.clockss.org/ServeContent?doi=10.3987%2Fcom-07-s%28w%298 1. C. C. Leznoff and A. B. P. Lever, ‘Phthalocyanines: Properties and Applications,’ Vol. 1-4, VCH Publishers, Inc., New York, 1989. 10.1246/cl.1992.2031 2. N. Kobayashi and T. Ashida, Chem. Lett., 1992, 2031. 3. N. Kobayashi, H. Miwa, and V. N. Nemykin, J. Am. Chem. Soc., 2002, 124, 8007. 4. N. Kobayashi, S. Nakajima, H. Ogata, and T. Fukuda, Chem. Eur. J., 2004, 10, 6294. 5. S. A. Mikhalenko, S. A. Gladyr, and E. A. Luk’yanets, J. Org. Chem. USSR, 1972, 8, 341. 6. M. Aoudia, G. Cheng, V. O. Kennedy, M. E. Kenney, and M. A. J. Rodgers, J. Am. Chem. Soc., 1997, 119, 6029. 10.1021/ja9619115 7. T. F. Baumann, M. S. Nasir, J. W. Sibert, A. J. P. White, M. M. Olmstead, D. J. Williams, A. G. M. Barrett, and B. M. Hoffman. J. Am. Chem. Soc., 1996, 118, 10479. 8. N. Kobayashi, T. Ishizaki, K. Ishii, and H. Konami, J. Am. Chem. Soc., 1999, 121, 9096. 10.1021/ja0540728 9. J. Mack, Y. Asano, N. Kobayashi, and M. J. Stillman, J. Am. Chem. Soc., 2005, 127, 17697. 10.1016/B978-0-12-220103-5.50008-8 10. M. Gouterman, ‘The Porphyrins,’ Vol. 3, Physical Chemistry, Part A, ed. by D. Dolphin, Academic Press, Inc., London, 1978, pp. 1-165. 10.1039/b508500d 11. K. Ishii, H. Itoya, H. Miwa, and N. Kobayashi, Chem. Commun., 2005, 4586. 12. In our previous paper3, 1 was synthesized starting from the preparation of its magnesium(II) complex (yield 0.35%). We have obtained this compound by removal of a zinc ion from the zinc(II) complex. The yield was slightly improved (yield 1.9%). 13. E. I. Kovshev, V. A. Punchanova, and E. A. Luk’yanets, J. Org. Chem. USSR, 1971, 7, 364. 10.1016/S0020-1693(00)83318-6 14. N. Kobayashi, S. Nakajima, and T. Osa, Inorg. Chim. Acta, 1993, 210, 131. 15. ‘Phthalocyanines: Chemistry and Functions,’ ed. by H. Shirai and N. Kobayashi, IPC Publishers, Tokyo, 1997 (in Japanese). 16. 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., Jr. Montgomery, 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, 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, and J. A. Pople, Gaussian, Inc.: Pittsburgh, PA, 2003.