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

Sangwan Lee; Robert Stackow; Christopher S. Foote; Anthony G. M. Barrett; Brian M. Hoffman

doi:10.1562/0031-8655(2003)077<0018:TTSOQY>2.0.CO;2

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Sangwan Lee,¹ Robert Stackow,² Christopher S. Foote,² Anthony G. M. Barrett,³ Brian M. Hoffman^1,*

¹aDepartment of Chemistry, Northwestern University, Evanston, IL
²bDepartment of Chemistry, UCLA, Los Angeles, CA
³cDepartment of Chemistry, Imperial College of Science, Technology and Medicine, London, UK

^**To whom correspondence should be addressed at: Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208-3113, USA. Fax: 847-491-7713; bmh@northwestern.edu

Abstract

We report the quantum yields for singlet oxygen production by a series of porphyrazines (pz) of the form M[pz(A_n;B_4−n)] (^{Scheme 1}), where the peripheral substituent A is [S–R]₂ with R = (CH₂CH₂O)₃H, B is a fused α,α′-dialkoxybenzo group and M = 2H, Mg or Zn. These compounds show intense near-IR absorbance/emission (longest wavelength emission, ∼830 nm). Their solubilities vary with R, whereas their optical properties do not. We show that singlet oxygen sensitization by these luminescent compounds can be “tuned” from essentially off to on by varying n and selection among M = 2H, Mg or Zn. The quantum yields vary ca 60-fold within the set of compounds studied, from ϕ_Δ = 0.007 for compound 3 to ϕ_Δ = ∼0.4 for compound 11.

Citation Download Citation

Sangwan Lee, Robert Stackow, Christopher S. Foote, Anthony G. M. Barrett, and Brian M. Hoffman "Tuning the Singlet Oxygen Quantum Yield of Near-IR–absorbing Porphyrazines," Photochemistry and Photobiology 77(1), 18-21, (1 January 2003). https://doi.org/10.1562/0031-8655(2003)077<0018:TTSOQY>2.0.CO;2

Received: 31 May 2002; Accepted: 1 October 2002; Published: 1 January 2003

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