1. Excited state intramolecular proton transfer in julolidine derivatives: an ab initio study
| Title | Excited state intramolecular proton transfer in julolidine derivatives: an ab initio study |
|---|---|
| Author info | Šimon Budzák, Denis Jacquemin |
| Author | Budzák Šimon 1982- (60%) UMBFP08 - Katedra chémie |
| Co-authors | Jacquemin Denis (40%) |
| Source document | Physical Chemistry Chemical Physics. Vol. 20, no. 38 (2018), pp. 25031-25038. - Cambridge : The Royal Society of Chemistry (RSC), 2018 |
| Keywords | julolidine excited-state proton transfer |
| Language | English |
| Country | Great Britian |
| systematics | 54 |
| Annotation | We have studied, using ab initio tools, a series of recently prepared fluorescent julolidine derivatives, undergoing Excited State Intramolecular Proton Transfer (ESIPT). We show that the computed free energy change in the excited state (Delta G(ES)) can be used to predict the preference for enol, keto, or dual emission. Indeed, two julolidine molecules experimentally show dual emission, consistent with our finding of a small DGES. In agreement with experimental outcomes the complexation between the ESIPT centre and BF2 increases the rigidity of the fluorophore and greatly facilitates emission at energies close to the original enol (E*) fluorescence band. The protonation of the imino group also suppresses ESIPT and sole E* emission is obtained. We disclose that chemical substitution can significantly tune the radiationless deactivation of the enol related to the C=N bond rotation of the ESIPT centre. While there is a significant barrier for the experimentally studied compounds we have |
| Public work category | ADC |
| No. of Archival Copy | 43299 |
| Repercussion category | SUN, Xiaofei - KONG, Chuipeng - ZHANG, Hongxing. Sensing mechanism of a fluorescent probe for thiophenols : invalidity of excited-state intramolecular proton transfer mechanism. In Spectrochimica acta. Part A : molecular and biomolecular spectroscopy. ISSN 1386-1425, 2020, vol. 231, art. no. 118129, pp. 1-7. DAVID, Ezhumalai - COLOMBO, Alessia - DRAGONETTI, Claudia - PALANISAMI, Nallasamy. Novel ferrocene-appended beta-ketoimines and related BF2 derivatives with significant aggregation-induced emission and second-order nonlinear optical properties. In Chemistry : a European journal. ISSN 0947-6539, 2021, vol. 27, no. 24, pp. 7124-7137. |
| Catal.org. | BB301 - Univerzitná knižnica Univerzity Mateja Bela v Banskej Bystrici |
| Database | xpca - PUBLIKAČNÁ ČINNOSŤ |
| References | PERIODIKÁ-Súborný záznam periodika |