Details
| Original language | English |
|---|---|
| Pages (from-to) | 14333-14355 |
| Number of pages | 23 |
| Journal | The journal of organic chemistry |
| Volume | 86 |
| Issue number | 21 |
| Early online date | 28 Sept 2021 |
| Publication status | Published - 5 Nov 2021 |
Abstract
Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated in regard to their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE or ACQ characteristics. Single-crystal analysis revealed J- and H-type packing motifs and a so-far undescribed isolation of ESIPT-based fluorophores in the keto form.
ASJC Scopus subject areas
- Chemistry(all)
- Organic Chemistry
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In: The journal of organic chemistry, Vol. 86, No. 21, 05.11.2021, p. 14333-14355.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Substitution Effect on 2-(Oxazolinyl)-phenols and 1,2,5-Chalcogenadiazole-Annulated Derivatives: Emission-Color-Tunable, Minimalistic Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores
AU - Göbel, Dominik
AU - Rusch, Pascal
AU - Duvinage, Daniel
AU - Stauch, Tim
AU - Bigall, Nadja-C
AU - Nachtsheim, Boris J.
N1 - Funding Information: N.-C.B. and P.R. thank the DFG for partial funding under Germany’s Excellence Strategy within the Cluster of Excellence PhoenixD (EXC 2122, Project ID 390833453) and the European Research Council (ERC) under the European Union’s Horizon 2020 research and innovation programme (grant agreement no. 714429).
PY - 2021/11/5
Y1 - 2021/11/5
N2 - Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated in regard to their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE or ACQ characteristics. Single-crystal analysis revealed J- and H-type packing motifs and a so-far undescribed isolation of ESIPT-based fluorophores in the keto form.
AB - Minimalistic 2-(oxazolinyl)-phenols substituted with different electron-donating and -withdrawing groups as well as 1,2,5-chalcogenadiazole-annulated derivatives thereof were synthesized and investigated in regard to their emission behavior in solution as well as in the solid state. Depending on the nature of the incorporated substituent and its position, emission efficiencies were increased or diminished, resulting in AIE or ACQ characteristics. Single-crystal analysis revealed J- and H-type packing motifs and a so-far undescribed isolation of ESIPT-based fluorophores in the keto form.
UR - http://www.scopus.com/inward/record.url?scp=85117158661&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.1c00846
DO - 10.1021/acs.joc.1c00846
M3 - Article
VL - 86
SP - 14333
EP - 14355
JO - The journal of organic chemistry
JF - The journal of organic chemistry
SN - 0022-3263
IS - 21
ER -