{
  "abstract": "Tetrabenzotriazaporphyrin (TBTAP) is a relatively unexplored hybrid macrocycle that occupies a unique structural position between porphyrins and phthalocyanines, featuring the replacement of one of the four aza bridges of the phthalocyanine framework by a methine group. Herein, we report a novel synthetic methodology based on the condensation of phosphonium salts (phenyl substituent is ortho-substituted by H or Me or CN) with phthalonitrile in Dowtherm A™, providing access to three zinc TBTAPs in improved yields. This approach is readily amenable to scale-up and exhibits broad functional-group tolerance, accommodating both electrondonating and electron-withdrawing substituents, as well as sterically demanding orthosubstituted aromatic rings. The structures were determined by X-Ray diffraction and the absorption and steady state and time resolved fluorescence properties were measured. Time-Dependent Density Functional Theory (TD-DFT) calculations rationalized the change in the absorption Q-bands. These results provide a solid foundation for the further development and systematic exploration of this largely unexplored class of dyes.",
  "abstract_shown": true,
  "affiliations": [],
  "article_type": null,
  "arxiv": null,
  "author_total": 5,
  "authors": [
    {
      "name": "Diego Defferrari"
    },
    {
      "name": "Simon Pascal"
    },
    {
      "name": "Stéphane Diring"
    },
    {
      "name": "Denis Jacquemin"
    },
    {
      "name": "Fabrice Odobel"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/b479bfdha4gqx.bib",
  "cited_by": 0,
  "doi": "10.1016/j.dyepig.2026.114276",
  "fulltext_url": null,
  "id": "b479bfdha4gqx",
  "issns": [
    "0143-7208"
  ],
  "landing_url": "https://hal.science/hal-05791659v1",
  "language": "en",
  "licence": "CC-BY-4.0",
  "licence_label": "CC BY 4.0",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "hal",
      "0.chim"
    ],
    [
      "hal",
      "1.chim.coor"
    ],
    [
      "hal",
      "1.chim.cris"
    ],
    [
      "hal",
      "1.chim.orga"
    ],
    [
      "hal",
      "1.chim.theo"
    ],
    [
      "openalex",
      "2505|Porphyrin and Phthalocyanine Chemistry"
    ]
  ],
  "openalex": "W7221185671",
  "pdf_url": "https://hal.science/hal-05791659/document",
  "pmcid": null,
  "pmid": null,
  "published": "2026-10-09",
  "publisher": "Elsevier",
  "ris": "https://research.draconitic.com/paper/b479bfdha4gqx.ris",
  "sources": [
    {
      "first_seen": "2026-10-30T12:17:53Z",
      "native_id": "hal-05791659",
      "source": "hal",
      "url": "https://hal.science/hal-05791659v1"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "hal:1.chim.coor",
      "subfield": "inorganic"
    },
    {
      "field": "chemistry",
      "origin": "hal:1.chim.orga",
      "subfield": "organic"
    },
    {
      "field": "chemistry",
      "origin": "hal:1.chim.theo",
      "subfield": "theoretical"
    }
  ],
  "title": "Zinc Tetrabenzotriazaporphyrins: Improved Synthesis, Structural Analysis and Photophysical Properties",
  "title_text": "Zinc Tetrabenzotriazaporphyrins: Improved Synthesis, Structural Analysis and Photophysical Properties",
  "type": "peer-reviewed",
  "updated_at": "2026-10-30T12:17:53Z",
  "url": "https://research.draconitic.com/paper/b479bfdha4gqx",
  "venue": "Dyes and Pigments",
  "versions": []
}