Annuaire
Dr. Simon PASCAL
| Quand ? |
12/02/2020 à 10:30 |
|---|---|
| Où ? |
Salle André Collet |
| Contact |
F. Riobé |
Remarkable Dyes in Quinoid Chemistry: From Small to Macrocyclic Zwitterions
Simon Pascal
E-mail: pascal@cinam.univ-mrs.fr
Benzoquinone Diimines[1] are versatile building blocks to reach unconventional chromophores[2] and near-infrared macrocycles,[3] along with the exploration of 1966’s coupling principle in polymethine dyes.[4]
In this presentation, the synthesis and electronic features of (poly-)zwitterionic systems will be presented and rationalized. The remarkable properties and strong potential of these chromophores will be illustrated through utilizations in the fields of surface sciences, vapochromic probes[5] or photoacoustic imaging.[6]
References
[1] S. Pascal, O. Siri, Coord. Chem. Rev. 2017, 350, 178-195.
[2] a) J. Andeme Edzang, Z. Chen, H. Audi, G. Canard, O. Siri, Org. Lett. 2016, 18, 5340-5343;
b) Z. Chen, M. Bert, S. Pascal, G. Canard, O. Siri, Tetrahedron Lett. 2019, 60, 151024;
c) P. Guevara-Level, S. Pascal, O. Siri, D. Jacquemin, Phys. Chem. Chem. Phys. 2019, DOI: 10.1039/C1039CP04835.
[3] a) Z. Chen, M. Giorgi, D. Jacquemin, M. Elhabiri, O. Siri, Angew. Chem. Int. Ed. 2013, 52, 6250-6254; b) Z. Chen, R. Haddoub, J. Mahé, G. Marchand, D. Jacquemin, J. Andeme Edzang, G. Canard, D. Ferry, O. Grauby, A. Ranguis, O. Siri, Chem. Eur. J. 2016, 22, 17820-17832; c) C. Azarias, S. Pascal, O. Siri, D. Jacquemin, Phys. Chem. Chem. Phys. 2018, 20, 20056-20069; d) S. Pascal, L. Lavaud, C. Azarias, A. Varlot, G. Canard, M. Giorgi, D. Jacquemin, O. Siri, J. Org. Chem. 2019, 84, 1387-1397.
[4] a) S. Dähne, D. Leupold, Angew. Chem. Int. Ed. 1966, 5, 984-993; b) K. Elbl, C. Krieger, H. A. Staab, Angew. Chem. Int. Ed. 1986, 25, 1023-1024.
[5] S. Pascal, L. Lavaud, C. Azarias, G. Canard, M. Giorgi, D. Jacquemin, O. Siri, Mater. Chem. Front. 2018, 2, 1618-1625.
[6] a) L. Lavaud, S. Pascal, K. Metwally, D. Gasteau, A. Da Silva, Z. Chen, M. Elhabiri, G. Canard, D. Jacquemin, O. Siri, Chem. Commun. 2018, 54, 12365-12368; b) L. Lavaud, C. Azarias, G. Canard, S. Pascal, J. Galiana, M. Giorgi, Z. Chen, D. Jacquemin, O. Siri, Chem. Commun. 2020, in press.