Tethered Enantiopure Boramidines for Advanced Chiroptical Studies

Article Article scientifique Article Tethered Enantiopure Boramidines for Advanced Chiroptical Studies eng 2025-03-19 author Saleh Nidal University of Geneva: Universite de Geneve, Organic Chemistry Department, SWITZERLAND. 886032 Chimie organique groupe 7 (CHOR7) author Zullo Valerio Universite de Geneve, Organic Chemistry Department, SWITZERLAND. 403301 author Sucre Rosales Estefania 0000-0002-5486-4264 Universite de Geneve, Physical Chemistry Department, SWITZERLAND. 975471 Chimie physique (groupe 6) (CHIF6) author Arrico Lorenzo University of Pisa: Universita degli Studi di Pisa, Dipartimento di Chimica e Chimica Industriale, ITALY. author Zinna Francesco University of Pisa: Universita degli Studi di Pisa, Dipartimento di Chimica e Chimica Industriale, ITALY. 868768 author Pescitelli Gennaro University of Pisa: Universita degli Studi di Pisa, Dipartimento di Chimica e Chimica Industriale, ITALY. author Besnard Céline Universite de Geneve, Laboratory of Crystallography, SWITZERLAND. 682138 Administration de la section de chimie (CHIAD) author Vauthey Eric 0000-0002-9580-9683 Universite de Geneve, Department of Physical Chemistry, SWITZERLAND. 133895 Département de chimie physique (CHIFI) author Lacour Jérôme 0000-0001-6247-8059 University of Geneva, Department of Organic Chemistry, Quai Ernest Ansermet 30, CH-1211, Geneva 4, SWITZERLAND. 99165 Département de chimie organique (CHIOR) e202500490 10.1002/chem.202500490 40105870 0947-6539 https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/chem.202500490 Boramidines are promising chromophores capable of circularly polarized luminescence (CPL). The synthesis, characterization, and photophysical analysis of novel BINOL- and H8-BINOL-tethered boramidines 1 and 2 are reported, leveraging the chiral perturbation strategy for CPL material design. These enantiopure compounds, prepared in a concise three-step synthesis, exhibit high fluorescence quantum yields ϕ (up to 95% in N2-saturated solutions) and luminescence dissymmetry factors (|glum| ~10-3). Transient absorption spectroscopy and quantum-chemical calculations provide insight into their singlet-triplet spin-orbit coupling and intersystem crossing mechanisms. Boramidine Chiral perturbation Circular dichroism Circularly polarized luminescence Transient absorption spectroscopy Dewey 540 Swiss National Science Foundation Applications de la spectroscopie ultrarapide à l'étude de processus photoinduits en phase condensée 184607 CH Projects 38 Département de chimie physique 142 36 Département de chimie organique 141 false 686 Groupe Vauthey 760 Groupe Lacour https://doi.org/10.26037/yareta:3qdyhsypmzhchkqc4rhdcppani Chemistry a1b1f335-f27f-42aa-b68c-f8115e47b26e Supplemental data Public chem202500490-s1-supporting_informa.pdf 3409394 application/pdf CC BY-4.0 8394798293327d85ae42d3a4841dde491552e94f3350bb381b23f9d1b8890cdf 3c6b34ca-88a2-4ae7-bdca-9d6f5760a9b9 Article (Published version) Public Chemistry A European J - 2025 - Sal1.pdf 1241317 application/pdf CC BY-4.0 bedef71e42a89eb6a5e8c8c15a9bd22f091ca84110043913cecbe9aa0aa10013 Vignette Public chem202500490-gra-0001-m.jpg 67277 image/png openAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie physique Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

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