Electrogenerated Chemiluminescence of Cationic Triangulene Dyes: Crucial Influence of the Core Heteroatoms

Article Article scientifique Article Electrogenerated Chemiluminescence of Cationic Triangulene Dyes: Crucial Influence of the Core Heteroatoms eng 2015 author Adam Catherine author Wallabregue Antoine 735776 author Li Haidong author Gouin Jérôme 706683 author Vanel Rémi 768375 author Grass Stéphane 96473 author Bosson Johann 758725 author Bouffier Laurent author Lacour Jérôme 0000-0001-6247-8059 99165 author Sojic Neso 19243-19249 10.1002/chem.201501738 26537854 0947-6539 Trianguleniums are fascinating conjugated hexacyclic cations that exhibit interesting electronic and optical properties. Herein, the electrogenerated chemiluminescence (ECL) emission of this family of fluorescent dyes is reported for the first time. Redox behavior and fluorescence properties of eight cationic triangulene luminophores with different heteroatom patterns in the core structure and various pending substituents were examined to rationalize the ECL. Clearly, the more electron-rich the carbocation, the more efficient the corresponding ECL; two very distinct classes of triangulenes can be drawn from these studies by using an ECL wall sufficiency formalism. Electrochemistry Electrogenerated chemiluminescence Luminescence Structure–activity relationships Triangulenes Dewey 540 36 Département de chimie organique 141 false 760 Groupe Lacour Chemistry 21 52 95281e9e-9e67-453e-9f6e-c00390e5d7d9 Article (Published version) Restricted Adam_et_al-Chemistry_-_A_European_Journal.pdf 839219 application/pdf 5ed27406-7da6-4e9f-8c30-d6845bdaaeac Corrigendum Restricted Corrig2.pdf 430845 application/pdf 4228b52c-9116-4250-9283-24492e05c97a Article (Accepted version) Public ECL_Triangulenium_ACCEPTED_78906.pdf 552328 application/pdf 6eede37534a4b5823064a1b35c930a73b6a0d83124950b104f88786cd613b45d Voir le corrigendum 10.1002/chem.201901657 31136058 openAccess Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Title	Published in	Year	Views	Downloads

Electrogenerated Chemiluminescence of Cationic Triangulene Dyes: Crucial Influence of the Core Heteroatoms	Chemistry	2015	673	150
Direct coupling of carbenium ions with indoles and anilines for the synthesis of cationic π-conjugated dyes	Chemical communications	2014	734	6

Archive ouverte UNIGE

Vanel, Rémi