Optical Chirality Sensing with a Stereodynamic Aluminum Biphenolate Probe
| العنوان: | Optical Chirality Sensing with a Stereodynamic Aluminum Biphenolate Probe |
|---|---|
| المؤلفون: | Christopher J. Welch, Leo A. Joyce, Edward C. Sherer, Christian Wolf, Zeus A. De los Santos |
| المصدر: | The Journal of Organic Chemistry. 84:4639-4645 |
| بيانات النشر: | American Chemical Society (ACS), 2018. |
| سنة النشر: | 2018 |
| مصطلحات موضوعية: | 010405 organic chemistry, Ligand, organic chemicals, Aluminate, Organic Chemistry, chemistry.chemical_element, Substrate (chemistry), 010402 general chemistry, 01 natural sciences, Combinatorial chemistry, 0104 chemical sciences, chemistry.chemical_compound, chemistry, Phenylacetylene, Aluminium, polycyclic compounds, Enantiomer, Chirality (chemistry), Molecular probe |
| الوصف: | The determination of the enantiopurity and the concentration of chiral compounds by chiroptical sensing with molecular probes is increasingly attractive for high-throughput screening applications including streamlined asymmetric reaction development. In this study, we use stereodynamic aluminum biphenolate complexes for quantitative ee and concentration analysis of amino alcohols and α-hydroxy acids. An important feature of the tropos biphenolate ligand used is the presence of a phenylacetylene antenna for optimal chirality recognition and CD/UV responses at high wavelengths. The complexation-driven chirality amplification yields strong CD signals, which allows quantitative chiroptical sensing with good accuracy. We show that aluminate biphenolate sensors can exhibit linear and nonlinear correlations between the induced CD signals and the enantiomeric composition or concentration of the chiral substrate. |
| تدمد: | 1520-6904 0022-3263 |
| DOI: | 10.1021/acs.joc.8b01301 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::51c401664a234a8fb7667be4fd1e7741 https://doi.org/10.1021/acs.joc.8b01301 |
| رقم الانضمام: | edsair.doi.dedup.....51c401664a234a8fb7667be4fd1e7741 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15206904 00223263 |
|---|---|
| DOI: | 10.1021/acs.joc.8b01301 |