Gold(II) phthalocyanine revisited: Synthesis and spectroscopic properties of gold(III) phthalocyanine and an unprecedented ring-contracted phthalocyanine analogue

Chemistry - A European Journal

Volumn 18, Issue 39, 2012, Pages 12404-12410

  Wong, Edwin W Y ^a   Miura, Akito ^b   Wright, Mathew D ^a   He, Qi ^a   Walsby, Charles J ^a   Shimizu, Soji ^b   Kobayashi, Nagao ^b   Leznoff, Daniel B ^a  

^a SIMON FRASER UNIVERSITY   (Canada)

^b TOHOKU UNIVERSITY   (Japan)

Author keywords

aromaticity; gold; phthalocyanine; triphyrin; UV Vis spectroscopy

Indexed keywords

AROMATICITIES; GOLD IONS; GOLD POWDERS; GOLD SALTS; OXIDATION STATE; PHTHALOCYANINE; SPECTROSCOPIC PROPERTY; TRIPHYRIN; UV/ VIS SPECTROSCOPY;

CHLORINE COMPOUNDS; GOLD; NITROGEN COMPOUNDS; PARAMAGNETISM; ULTRAVIOLET VISIBLE SPECTROSCOPY;

GOLD COMPOUNDS;

EID: 84866357393     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201201701     Document Type: Article

References (34)

1. Phthalocyanines: Properties and Applications, Vol.-1-4 (Eds.:, C.-C. Leznoff, A.-B.-P. Lever,), Wiley, New York, 1989
2. The Porphyrin Handbook, Vol.-19 (Eds.:, K.-M. Kadish, K.-M. Smith, R. Guilard,), Academic Press, San Diego, 2003.
3. N. B. McKeown, Phthalocyanine Materials: Synthesis, Structure, and Function, Cambridge University Press, Cambridge, 1998.
4. M. J. Stillman, T. Nyokong, in Phthalocyanines: Properties and Applications, Vol.-1 (Eds.:, C.-C. Leznoff, A.-B.-P. Lever,), Wiley, New York, 1989, pp.- 133-289
5. M. Hanack, H. Heckmann, R. Polley, in Methods of Organic Chemistry (Houben-Wenyl), Vol.-E 9d (Ed.:, E. Schaumann,), Thieme, New York, 1998, p. 717.
6. A. MacCragh, W. S. Koski, J. Am. Chem. Soc. 1965, 87, 2496-2497.
7. A. Laguna, M. Laguna, Coord. Chem. Rev. 1999, 193-195, 837-856.
8. J. D. Basil, H. H. Murray, J. P. Fackler - Jr., J. Tocher, A. M. Mazany, B. Trzcinska-Bancroft, H. Knachel, D. Dudis, T. J. Delord, D. Marler, J. Am. Chem. Soc. 1985, 107, 6908-6915
9. M. Bardaji, M. Concepción-Gimeno, P. G. Jones, A. Laguna, M. Laguna, Organometallics 1994, 13, 3415-3419.
10. A. J. Blake, J. A. Greig, A. J. Holder, T. I. Hyde, A. Taylor, M. Schröder, Angew. Chem. 1990, 102, 203-204
11. Angew. Chem. Int. Ed. Engl. 1990, 29, 197-198
12. J. L. Shaw, J. Wolowska, D. Collison, J. A. K. Howard, E. J. L. McInnes, J. McMaster, A. J. Blake, C. Wilson, M. Schröder, J. Am. Chem. Soc. 2006, 128, 13827-13839
13. D. Huang, X. Zhang, E. J. L. McInnes, J. McMaster, A. J. Blake, E. S. Davies, J. Wolowska, C. Wilson, M. Schröder, Inorg. Chem. 2008, 47, 9919-9929
14. L. Ihlo, R. Böttcher, R.-M. Olk, R. Kirmse, Inorg. Chim. Acta 1998, 281, 160-164
15. R. L. Schlupp, A. H. Maki, Inorg. Chem. 1974, 13, 44-51
16. J. H. Waters, H. B. Gray, J. Am. Chem. Soc. 1965, 87, 3534-3535.
17. K. M. Kadish, W. E, Z. Ou, J. Shao, P. J. Sintic, K. Ohkubo, S. Fukuzumi, M. J. Crossley, Chem. Commun. 2002, 356-357
18. Z. Ou, K. M. Kadish, W. E, J. Shao, P. J. Sintic, K. Ohkubo, S. Fukuzumi, M. J. Crossley, Inorg. Chem. 2004, 43, 2078-2086.
19. w=0.1570 (all data); GOF=1.058. CCDC-833360 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.
20. R. Timkovich, A. Tulinsky, Inorg. Chem. 1977, 16, 962-963.
21. w=0.1719 (all data); GOF=1.061. CCDC-833361 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.
22. B. Franck, A. Nonn, Angew. Chem. 1995, 107, 1941-1957
23. Angew. Chem. Int. Ed. Engl. 1995, 34, 1795-1811.
24. T. Fukuda, N. Kobayashi, in Handbook of Porphyrin Science, Vol.-9 (Eds.:, K.-M. Kadish, K.-M. Smith, R. Guilard,), World Scientific, Singapore, 2010, and references therein.
25. J. Mack, M. J. Stillman, N. Kobayashi, Coord. Chem. Rev. 2007, 251, 429-453.
26. Gaussian-09, M.-J. Frisch, G.-W. Trucks, H.-B. Schlegel, G.-E. Scuseria, M.-A. Robb, J.-R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.-A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H.-P. Hratchian, A.-F. Izmaylov, J. Bloino, G. Zheng, J.-L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, Montgomery Jr. J.-A., J.-E. Peralta, F. Ogliaro, M. Bearpark, J.-J. Heyd, E. Brothers, K.-N. Kudin, V.-N. Staroverov, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J.-C. Burant, S.-S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J.-M. Millam, M. Klene, J.-E. Knox, 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, R.-L. Martin, K. Morokuma, V.-G. Zakrzewski, G.-A. Voth, P. Salvador, J.-J. Dannenberg, S. Dapprich, A.-D. Daniels, Ã. Farkas, J.-B. Foresman, J.-V. Ortiz, J. Cioslowski, D.-J. Fox, Gaussian, Inc., Wallingford CT, 2009.
27. J. Michl, J. Am. Chem. Soc. 1978, 100, 6801-6811.
28. E. M. W. Janssen, G. A. Wiegers, J. Less-Common Met. 1978, 57, P 59 -P 67.
29. C. Finazzo, C. Calle, S. Stoll, S. Van-Doorslaer, A. Schweiger, Phys. Chem. Chem. Phys. 2006, 8, 1942-1953
30. C. M. Guzy, J. B. Raynor, M. C. R. Symons, J. Chem. Soc. A 1969, 2299-2303
31. R. Heucher, G. V. R. Chanramouli, P. T. Manoharan, J. Porphyrins Phthalocyanines 1998, 2, 423-427
32. E. M. Roberts, W. S. Koski, J. Am. Chem. Soc. 1961, 83, 1865-1867.
33. A. MacCragh, W. S. Koski, J. Am. Chem. Soc. 1963, 85, 2375-2376.
34. D. Carrascal, L. Fernández-Seivane, J. Ferrer, Phys. Rev. B 2009, 80, 184415-184420.