{
  "abstract": "The synthesis and photophysics of a family of [1,2,4]triazolo[1,5-a]pyrimidines bearing strategically tuned substituents are reported. Products were obtained in 58–94% yield by reacting 5-amino-1,2,4-triazoles with β-enaminones under solvent-free microwave conditions; notably, precursor heteroamines were obtained in 79–82% yield via a simple and novel protocol. Substituent-dependent solvatofluorochromism showed that dyes with a dimethylamino group exhibited exceptional optical behavior, including hydrochromism and acidochromism in acetonitrile (ϕF = 98% in THF at ∼450 nm; turn-off fluorescence to 10% in water and with TFA; LOD of 9.0–12.6 µM), due to intramolecular charge transfer (ICT) within the 7-arylated heterocyclic core; this process is altered by a methyl substituent on the triazole moiety. DFT and TD-DFT calculations were used to correlate the spectroscopic properties of eight of the synthesized products.",
  "abstract_shown": true,
  "affiliations": [
    "Bioorganic Compounds Research Group, Department of Chemistry, Universidad de Los Andes Carrera 1 No. 18A-10 Bogotá 111711 Colombia +57 1 3394949. Ext. 2080",
    "Departamento de Química, Universidad de Nariño Pasto AA 520002 Colombia"
  ],
  "article_type": "research article",
  "arxiv": null,
  "author_total": 4,
  "authors": [
    {
      "affs": [
        0,
        1
      ],
      "name": "Silvia Cruz"
    },
    {
      "affs": [
        0
      ],
      "name": "Alexander Ladino-Bejarano"
    },
    {
      "affs": [
        0
      ],
      "name": "Cristian Rivera-Moyano"
    },
    {
      "affs": [
        0
      ],
      "name": "Jaime Portilla",
      "orcid": "0000-0002-8206-7481"
    }
  ],
  "bibtex": "https://research.draconitic.com/paper/8z9738pawwg7z.bib",
  "cited_by": 0,
  "doi": "10.1039/d6ra08535k",
  "fulltext_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13729017/?tool=EBI",
  "id": "8z9738pawwg7z",
  "issns": [
    "2046-2069"
  ],
  "landing_url": "https://europepmc.org/article/PMC/PMC13729017",
  "language": "eng",
  "licence": "CC-BY",
  "licence_label": "CC BY",
  "licence_source": "article",
  "licence_url": "https://creativecommons.org/licenses/by/4.0/",
  "metadata_licence": null,
  "native_subjects": [
    [
      "heading",
      "Chemistry"
    ],
    [
      "openalex",
      "2505|Luminescence and Fluorescent Materials"
    ]
  ],
  "openalex": "W7225138661",
  "pdf_url": "https://www.ncbi.nlm.nih.gov/pmc/articles/PMC13729017/pdf/?tool=EBI",
  "pmcid": "PMC13729017",
  "pmid": "42979020",
  "published": "2026-11-03",
  "publisher": "Royal Society of Chemistry",
  "ris": "https://research.draconitic.com/paper/8z9738pawwg7z.ris",
  "sources": [
    {
      "first_seen": "2026-11-04T15:20:45Z",
      "native_id": "PMC:PMC13729017",
      "source": "europepmc",
      "url": "https://europepmc.org/article/PMC/PMC13729017"
    },
    {
      "first_seen": "2026-11-07T12:21:51Z",
      "native_id": "PMC13729017",
      "source": "pmc",
      "url": "https://doi.org/10.1039/d6ra08535k"
    }
  ],
  "subjects": [
    {
      "field": "chemistry",
      "origin": "openalex:2505|Luminescence and Fluorescent Materials",
      "subfield": "materials-polymers"
    }
  ],
  "title": "Synthesis of fluorescent [1,2,4]triazolo[1,5-a]pyrimidines and study of their photophysical behavior",
  "title_text": "Synthesis of fluorescent [1,2,4]triazolo[1,5-a]pyrimidines and study of their photophysical behavior",
  "type": "peer-reviewed",
  "updated_at": "2026-11-07T12:21:51Z",
  "url": "https://research.draconitic.com/paper/8z9738pawwg7z",
  "venue": "RSC advances",
  "versions": []
}