| Title: |
Phosphetene‐based polyaromatics: structure‐property relationships and chiroptical tuning |
| Authors: |
Lauwick, Hortense; Kertész, Erik; Garami, Kristóf Noel; Huadsai, Wimonsiri; Duffy, Matthew; Foundi, Roukayaati; Chemin, Alexandre; Roisnel, Thierry; Vanthuyne, Nicolas; Benkő, Zoltán; Bouit, Pierre-Antoine; Hissler, Muriel |
| Contributors: |
Institut des Sciences Chimiques de Rennes (ISCR); Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes); Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS); Budapest University of Technology and Economics Budapest (BME); Fédération des Sciences Chimiques de Marseille (FSCM); Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS); This work is supported by the MESRI, the CNRS, the RégionBretagne, Campus France, K-147095 of NKFIH, ÚNKP-23-3-I-BME-268, New National Excellence Program, the Doctoral ExcellenceFellowship Programme (DCEP), Michael Somogyi program, China-French AIL in “Functional Organophosphorus Materials” and GDRPhosphore. UMS Biosit, Université de Rennes 1 is acknowledged forECD measurements. Authors warmly thank J. Crassous and L.Favereau (ISCR) for CPL measurements and fruitful discussions. |
| Source: |
ISSN: 1433-7851. |
| Publisher Information: |
HAL CCSD; Wiley-VCH Verlag |
| Publication Year: |
2024 |
| Collection: |
Université de Rennes 1: Publications scientifiques (HAL) |
| Subject Terms: |
polycyclic aromatic hydrocarbons; P-heterocycles; 4-member ring; circularly polarized luminescence; [CHIM.ORGA]Chemical Sciences/Organic chemistry; [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry |
| Description: |
International audience ; We describe the synthesis of π‐extended phosphetene rings (4‐member P‐rings) flanked with PAH systems of various topologies. These compounds are fully characterized including X‐ray diffraction. The impact of both the polyaromatic platform and the P‐ring on the structure, and the optical and redox properties are investigated both experimentally and theoretically. Although neither the P centre nor the 4‐membered ring significantly takes part in the HOMO or LUMO orbitals, both structural features have an important modulating role in distorting the symmetry of the orbitals, leading to chiroptical properties. The stereogenic P‐atom is used as a remote chiral perturbator to induce circularly polarized luminescence of the polyaromatic system. The dissymmetry factor is highly dependent on the polyaromatic topology, as supported by theoretical calculations. |
| Document Type: |
article in journal/newspaper |
| Language: |
English |
| Relation: |
info:eu-repo/semantics/altIdentifier/pmid/38932643; PUBMED: 38932643 |
| DOI: |
10.1002/anie.202409988 |
| Availability: |
https://hal.science/hal-04628987; https://hal.science/hal-04628987v1/document; https://hal.science/hal-04628987v1/file/Angew%20Chem%20Int%20Ed%20-%202024%20-%20Lauwick%20-%20Phosphetene%E2%80%90Based%20Polyaromatics%20Structure%E2%80%90Property%20Relationships%20and%20Chiroptical-2.pdf; https://doi.org/10.1002/anie.202409988 |
| Rights: |
info:eu-repo/semantics/OpenAccess |
| Accession Number: |
edsbas.6A0C20C7 |
| Database: |
BASE |