4.5 Article

Chemical Transformations and Photophysical Properties of meso-Tetrathienyl-Substituted Porphyrin Derivatives

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 21, Pages 4536-4547

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402227

Keywords

Porphyrinoids; Photophysics; Sensitizers; Cycloaddition; Metalation

Funding

  1. Sao Paulo Research Foundation (FAPESP) [2011/13993-2, 2012/50680-5, 2013/065324, 2013/07276-1]
  2. Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq) [150513/2012-7, 300202/2013-0]
  3. Fundacao de Amparo a Pesquisa do Estado de Sao Paulo (FAPESP) [12/50680-5] Funding Source: FAPESP

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The chemistry of meso-tetrathienyl-substituted porphyrin derivatives was explored, including synthesis and subsequent metalation, nitration and 1,3-dipolar cycloaddition reactions. Mono-and tetra-nitro-meso-tetrathienylporphyrins were prepared selectively under mild nitration conditions with NaNO2 and trifluoroacetic acid, and the corresponding chlorins and bacteriochlorins were also obtained by reaction with 1,3-dipoles. The products were characterized in detail and their preliminary photophysical properties were evaluated.

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