Tuning the Singlet Oxygen Quantum Yield of Near-IR-absorbing Porphyrazines

Photochemistry and Photobiology

Volumn 77, Issue 1, 2003, Pages 18-21

  Lee, Sangwan ^a   Stackow, Robert ^b   Foote, Christopher S ^b   Barrett, Anthony G M ^c   Hoffman, Brian M ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

^c IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKOXYBENZENE DERIVATIVE; MAGNESIUM; PORPHYRAZINE; PORPHYRIN DERIVATIVE; SINGLET OXYGEN; UNCLASSIFIED DRUG; ZINC;

ARTICLE; CHEMICAL STRUCTURE; INFRARED RADIATION; LUMINESCENCE; OPTICS; PHOTOSENSITIVITY; QUANTUM YIELD; RADIATION ABSORPTION; REACTION ANALYSIS; SOLUBILITY;

INFRARED RAYS; LUMINESCENCE; OPTICS; PORPHYRINS; SINGLET OXYGEN; SPECTRUM ANALYSIS;

EID: 0242270794     PISSN: 00318655     EISSN: None     Source Type: Journal    
DOI: 10.1562/0031-8655(2003)077<0018:TTSOQY>2.0.CO;2     Document Type: Article

References (20)

1. Quaresima, V., S. J. Matcher and M. Ferrari (1998) Identification and quantification of intrinsic optical contrast for near-infrared mammography. Photochem. Photobiol. 67, 4-14.
2. Bonnett, R. (1995) Photosensitizers of the porphyrin and phthalocyanine series for photodynamic therapy. Chem. Soc. Rev. 19-33.
3. Pandey, R. K. and G. Zheng (2000) Porphyrins as photosensitizers in photodynamic therapy. In The Porphyrin Handbook, Vol. 6 (Edited by K. M. Kadish, K. M. Smith and R. Guilard), pp. 157-227. Academic Press, New York.
4. Colak, S. B., M. B. Van der Mark, G. W. t. Hooft, J. H. Hoogenraad, E. S. Van der Linden and F. A. Kuijpers (1999) Clinical optical tomography and NIR spectroscopy for breast cancer detection. IEEE J. Sel. Top. Quantum Electron. 5, 1143-1158.
5. Michel, S. L. J., S. Baum, A. G. M. Barrett and B. M. Hoffman (2001) Peripherally functionalized porphyrazines: novel metallomacrocycles with broad, untapped potential. Prog. Inorg. Chem. 50, 473-590.
6. Cook, A. S., D. B. G. Williams, A. J. P. White, D. J. Williams, S. J. Lange, A. G. M. Barrett and B. M. Hoffman (1997) Enantiomerically pure "winged" spirane porphyrazinoctaols. Angew. Chem. Int. Ed. Engl. 36, 760-761.
7. Lange, S. J., H. Nie, C. L. Stern, A. G. M. Barrett and B. M. Hoffman (1998) Peripheral palladium(II) and platinum(II) complexes of bis(dimethylamino)porphyrazine. Inorg. Chem. 37, 6435-6443.
8. Sibert, J. W., T. F. Baumann, D. J. Williams, A. J. P. White, A. G. M. Barrett and B. M. Hoffman (1996) Gemini porphyrazines: the synthesis and characterization of metal-capped cis- and trans-porphyrazine tetrathiolates. J. Am. Chem. Soc. 118, 10487-10493.
9. Forsyth, T. P., D. B. G. Williams, A. G. Montalban, C. L. Stern, A. G. M. Barrett and B. M. Hoffman (1998) A facile and regioselective synthesis of trans-heterofunctionalized porphyrazine derivatives. J. Org. Chem. 63, 331-336.
10. Linßen, T. G. and M. Hanack (1994) Synthesis, separation and characterization of unsymmetrically substituted phthalocyanines. Chem. Ber. 127, 2051-2057.
11. 2h symmetry. Chem. Lett. 2031-2034.
12. Stihler, P., B. Hauschel and M. Hanack (1997) Synthesis of a bisdienophilic phthalocyanine and of precursors for repetitive Diels-Alder reactions based on hemiporphyrazines and phthalocyanines. Chem. Ber. 130, 801-806.
13. Leznoff, C. C., P. I. Svirskaya, B. Khouw, R. L. Cerny, P. Seymour and A. B. P. Lever (1991) Syntheses of monometallated and unsymmetrically substituted binuclear phthalocyanines and a pentanuclear phthalocyanine by solution and polymer support methods. J. Org. Chem. 56, 82-90.
14. Ehrlich, L. A., P. J. Skrdla, W. Jarrell, J. W. Sibert, N. R. Armstrong, S. S. Saavedra, A. G. M. Barrett and B. M. Hoffman (2000) Preparation of polyetherol-appended sulfur porphyrazines and investigations of peripheral metal ion binding in polar solutions. Inorg. Chem. 39, 3963-3969.
15. Lee, S., A. J. P. White, D. J. Williams, A. G. M. Barrett and B. M. Hoffman (2001) Synthesis of near-IR absorbing/emitting porphyrazine derivatives with tunable solubility. J. Org. Chem. 66, 461-465.
16. Arbogast, J. W. and C. S. Foote (1991) Photophysical properties of C70. J. Am. Chem. Soc. 113, 8886-8889.
17. Berlman, I. B. (1971) Handbook of Fluorescence Spectra of Aromatic Molecules. Academic Press, New York.
18. Linstead, R. P. and M. Whalley (1952) Conjugated macrocycles. Part XXII. Tetraazaporphin and its metallic derivatives. J. Chem. Soc. (Lond.) 4839-4844.
19. Kobayashi, N. and H. Konami (1996) Molecular orbitals and electronic spectra of phthalocyanine analogues. In Phthalocyanines: Properties and Applications, Vol. 4 (Edited by C. C. Leznoff and A. B. P. Lever), pp. 343-404. VCH Publishers, Inc., New York.
20. Turro, N. J. (1978) Modern Molecular Photochemistry. Benjamin/Cummings Publishing Co., Menlo Park, CA.