AI Article Synopsis

  • We successfully created a new compound called 3,6,13,16-tetrapropylporphycene from a specific precursor, showcasing stronger substituent effects compared to similar compounds.
  • The freebase version of this porphycene demonstrated moderate fluorescence and the ability to interact with certain metal ions like Zn(II), leading to increased light emission.
  • Both the Pd(II) complex and a related compound produced significant amounts of singlet oxygen, suggesting their potential utility in photodynamic therapy for medical applications.

Article Abstract

We have designed and synthesized 3,6,13,16-tetrapropylporphycene for the first time as its alkyl analogue from ethyl 4-propyl-1-pyrrole-2-carboxylate. The substituent effect was found to be more intense than reported positional isomeric tetrapropylporphycenes. The freebase porphycene exhibited moderate fluorescence and complexation ability with divalent metal ions, including Zn(II), which displayed an enhanced emission quantum yield (∼30%). The Pd(II) complex and freebase β-tetrabromoporphycene generated singlet oxygen efficiently (75 and 51%, respectively) and, hence, may find application as potential photosensitizers in photodynamic therapy.

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Source
http://dx.doi.org/10.1021/acs.joc.1c02652DOI Listing

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