4.8 Article

N-Annulated Perylene Fused Porphyrins with Enhanced Near-IR Absorption and Emission

Journal

ORGANIC LETTERS
Volume 12, Issue 18, Pages 4046-4049

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol1016383

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Funding

  1. Singapore DSTA [DSTA-NUS-DIRP/2008/03]
  2. NRF [R-143-000-360-281]
  3. NUS [R-143-000-356-101]
  4. KAUST

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N-Annulated perylene fused porphyrins 1 and 2 were synthesized by oxidative dehydrogenation using a Sc(OTf)(3)/DDQ system. These newly synthesized hybrid molecules are highly soluble in organic solvents and exhibit remarkably intense near-IR absorption, as well as detectable photoluminescence quantum yields, all of which are comparable to or even exceed those of either meso-beta doubly linked porphyrin dimer/trimer or bis/tri-N-annulated rylenes.

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