Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde
New Schiff base-type products starting from 1-(3-aminopropyl)silatrane and three derivatives of salicylaldehyde having as substituents 3,5-dichloro- (1), 3-methoxy- (2) and 3,5-di-tert-butyl- (3), respectively were obtained and isolated with high yields (78–87%) in pure, crystalline forms and their...
| Main Authors: | , , , , , , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2020-01-01
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| Series: | Arabian Journal of Chemistry |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535218301941 |
| _version_ | 1818623161940312064 |
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| author | Alexandra Bargan Mirela Fernanda Zaltariov Angelica Vlad Ana-Maria-Corina Dumitriu Alina Soroceanu Ana-Maria Macsim Mihaela Dascalu Cristian Dragos Varganici Maria Cazacu Sergiu Shova |
| author_facet | Alexandra Bargan Mirela Fernanda Zaltariov Angelica Vlad Ana-Maria-Corina Dumitriu Alina Soroceanu Ana-Maria Macsim Mihaela Dascalu Cristian Dragos Varganici Maria Cazacu Sergiu Shova |
| author_sort | Alexandra Bargan |
| collection | DOAJ |
| description | New Schiff base-type products starting from 1-(3-aminopropyl)silatrane and three derivatives of salicylaldehyde having as substituents 3,5-dichloro- (1), 3-methoxy- (2) and 3,5-di-tert-butyl- (3), respectively were obtained and isolated with high yields (78–87%) in pure, crystalline forms and their structures were established by different methods. The molecular electronic transitions of the compounds in solvents with various polarities were investigated by UV–Vis spectral analysis. Their thermal behavior was studied by thermogravimetric analysis and differential scanning calorimetry, results of the latter highlighting thermocromism of the compounds, proved by the appearance of IR absorption bands specific for enolic form at the temperature corresponding to each sample. The moisture sorption capacity and stability of the compounds in wet environment were investigated by vapor sorption analysis in dynamic regime and IR spectroscopy. The biological activity was assessed by specific tests. All results were discussed in correlation with the nature of substituents and structures formed. The chemical handling of the silatrane tail, by using different substituents on the silicon atom would allow fine tuning of the compounds properties. Keywords: Aminopropylsilatrane, Schiff base modified silatranes, Single crystal X-ray, Azomethine, Antimicrobial activity, Surface properties |
| first_indexed | 2024-12-16T18:36:40Z |
| format | Article |
| id | doaj.art-80cea0cb5a3f4bf7a3b922b4ab2e2b83 |
| institution | Directory Open Access Journal |
| issn | 1878-5352 |
| language | English |
| last_indexed | 2024-12-16T18:36:40Z |
| publishDate | 2020-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Arabian Journal of Chemistry |
| spelling | doaj.art-80cea0cb5a3f4bf7a3b922b4ab2e2b832022-12-21T22:21:09ZengElsevierArabian Journal of Chemistry1878-53522020-01-0113131003111Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehydeAlexandra Bargan0Mirela Fernanda Zaltariov1Angelica Vlad2Ana-Maria-Corina Dumitriu3Alina Soroceanu4Ana-Maria Macsim5Mihaela Dascalu6Cristian Dragos Varganici7Maria Cazacu8Sergiu Shova9Corresponding author at: Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania.; “Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, Romania“Petru Poni” Institute of Macromolecular Chemistry, Aleea Gr. Ghica Voda 41A, Iasi 700487, RomaniaNew Schiff base-type products starting from 1-(3-aminopropyl)silatrane and three derivatives of salicylaldehyde having as substituents 3,5-dichloro- (1), 3-methoxy- (2) and 3,5-di-tert-butyl- (3), respectively were obtained and isolated with high yields (78–87%) in pure, crystalline forms and their structures were established by different methods. The molecular electronic transitions of the compounds in solvents with various polarities were investigated by UV–Vis spectral analysis. Their thermal behavior was studied by thermogravimetric analysis and differential scanning calorimetry, results of the latter highlighting thermocromism of the compounds, proved by the appearance of IR absorption bands specific for enolic form at the temperature corresponding to each sample. The moisture sorption capacity and stability of the compounds in wet environment were investigated by vapor sorption analysis in dynamic regime and IR spectroscopy. The biological activity was assessed by specific tests. All results were discussed in correlation with the nature of substituents and structures formed. The chemical handling of the silatrane tail, by using different substituents on the silicon atom would allow fine tuning of the compounds properties. Keywords: Aminopropylsilatrane, Schiff base modified silatranes, Single crystal X-ray, Azomethine, Antimicrobial activity, Surface propertieshttp://www.sciencedirect.com/science/article/pii/S1878535218301941 |
| spellingShingle | Alexandra Bargan Mirela Fernanda Zaltariov Angelica Vlad Ana-Maria-Corina Dumitriu Alina Soroceanu Ana-Maria Macsim Mihaela Dascalu Cristian Dragos Varganici Maria Cazacu Sergiu Shova Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde Arabian Journal of Chemistry |
| title | Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde |
| title_full | Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde |
| title_fullStr | Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde |
| title_full_unstemmed | Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde |
| title_short | Keto-enol tautomerism in new silatranes Schiff bases tailed with different substituted salicylic aldehyde |
| title_sort | keto enol tautomerism in new silatranes schiff bases tailed with different substituted salicylic aldehyde |
| url | http://www.sciencedirect.com/science/article/pii/S1878535218301941 |
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