Academic Journal
A Combined Solution and Solid-State Study on the Tautomerism of an Azocalix[4]arene Chromoionophore
العنوان: | A Combined Solution and Solid-State Study on the Tautomerism of an Azocalix[4]arene Chromoionophore |
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المؤلفون: | Baldini L., Balestri D., Marchio' L., Casnati A. |
المساهمون: | Baldini, L., Balestri, D., Marchio', L., Casnati, A. |
بيانات النشر: | MDPI |
سنة النشر: | 2023 |
المجموعة: | Università di Parma: CINECA IRIS |
مصطلحات موضوعية: | Ca2+ complexation, azo-phenol–quinone-hydrazone tautomerism, calix[4]arene, chromoionophores |
الوصف: | Azocalixarenes functionalized with cation binding sites are popular chromoionophores due to the ease of synthesis and the large complexation-induced shifts of their absorption band that originate from an azo-phenol-quinone-hydrazone tautomerism. Despite their extensive use, however, a thorough investigation of the structure of their metal complexes has not been reported. We describe herein the synthesis of a new azocalixarene ligand (2) and the study of its complexation properties with the Ca2+ cation. Through a combination of solution (H-1 NMR and UV-vis spectroscopies) and solid-state (X-ray diffractometry) techniques, we demonstrate that metal complexation induces a shift of the tautomeric equilibration towards the quinone-hydrazone form, while deprotonation of the complex results in the reversion to the azo-phenol tautomer. |
نوع الوثيقة: | article in journal/newspaper |
اللغة: | English |
Relation: | info:eu-repo/semantics/altIdentifier/wos/WOS:001017242600001; volume:28; issue:12; firstpage:4704; journal:MOLECULES; https://hdl.handle.net/11381/2956253; info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-85163696547; https://www.mdpi.com/1420-3049/28/12/4704 |
DOI: | 10.3390/molecules28124704 |
الاتاحة: | https://hdl.handle.net/11381/2956253 https://doi.org/10.3390/molecules28124704 https://www.mdpi.com/1420-3049/28/12/4704 |
رقم الانضمام: | edsbas.B411B5A5 |
قاعدة البيانات: | BASE |
DOI: | 10.3390/molecules28124704 |
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