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<dc:title xml:lang="fr">Synthèses et propriétés de dibenzoBODIPYs : orthogonalité et chiralité</dc:title>
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<dc:subject xml:lang="fr">DibenzoBODIPYs</dc:subject>
<dc:subject xml:lang="fr">Émission dans le rouge/proche infrarouge</dc:subject>
<dc:subject xml:lang="fr">Chiralité</dc:subject>
<dc:subject xml:lang="fr">BODIPY β-fusionné</dc:subject>
<dc:subject xml:lang="en">DibenzoBODIPYs</dc:subject>
<dc:subject xml:lang="en">Red / near infrared emission</dc:subject>
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<tef:elementdEntree autoriteExterne="028631463" autoriteSource="Sudoc">Chiralité</tef:elementdEntree>
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<dcterms:abstract xml:lang="fr">Lors de ces trois années de thèse, le développement de nouvelles molécules luminescentes, reposant sur la stabilisation d’un squelette dibenzoBODIPY a été réalisé. Dans un premier temps, la modulation des propriétés photophysiques a été effectuée (par introduction de groupement aromatique et/ou donneur soit lors de la formation du dibenzoBODIPY, soit par couplage croisé). Dans un second temps, nous nous sommes intéressés à la synthèse de dibenzoBODIPYs dissymétriques. La dissymétrie des composés a été réalisée soit par condensation mixte de dicétone soit par mono-couplage des dibenzoBODIPYs. L’utilisation de ces derniers a permis d’obtenir des dibenzoBODIPYs chiraux (soit par formation de liaison C-B, soit par formation de liaison B-O). La mono-fonctionnalisation intramoléculaire par le groupement phénol formé in situ est la première à ce jour. Enfin la formation de nouveau BODIPYs β-fusionnés par un hétérocycle a été entrepris. Nous avons synthétisé le premier BODIPY β-fusionné par un benzofurane.</dcterms:abstract>
<dcterms:abstract xml:lang="en">During this PhD, the development of new luminescent molecules based on the stabilization of a dibenzoBODIPY scaffold was performed. Firstly, the modulation of the photophysical properties was carried out by the introduction of an aromatic and/or a donor group, either during the formation of dibenzoBODIPY or by cross-coupling. Secondly, we were interested in the synthesis of asymmetrical dibenzoBODIPYs. The dissymmetry of compounds was done either by mixed condensation of a diketone or by dibenzoBODIPYs mono-coupling. The use of the latters yielded chiral dibenzoBODIPYs either by C-B bond formation, or by B-O bond formation. Intramolecular mono-functionalization phenol formed in situ has never been reported so far. Finally, the synthesis of β‑fused BODIPYs with a heterocycle was undertaken. We synthesized the first β‑fused BODIPYs by a benzofuran</dcterms:abstract>
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