Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations
Two new laterally di-substituted derivatives namely, (E)-4-(((2-Chlorophenyl)imino)methyl)-3-methoxyphenyl 4-(alkoxy)benzoate, were designed and investigated for their mesomorphic properties. Elucidation of their molecular structures was carried out by elemental analyses, NMR and FT-IR, spectroscopy...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2021-07-01
|
| Series: | Crystals |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2073-4352/11/8/870 |
| _version_ | 1797524263679295488 |
|---|---|
| author | Fowzia S. Alamro Hoda A. Ahmed Saheed A. Popoola Hamud A. Altaleb Khulood A. Abu Al-Ola Sobhi M. Gomha |
| author_facet | Fowzia S. Alamro Hoda A. Ahmed Saheed A. Popoola Hamud A. Altaleb Khulood A. Abu Al-Ola Sobhi M. Gomha |
| author_sort | Fowzia S. Alamro |
| collection | DOAJ |
| description | Two new laterally di-substituted derivatives namely, (E)-4-(((2-Chlorophenyl)imino)methyl)-3-methoxyphenyl 4-(alkoxy)benzoate, were designed and investigated for their mesomorphic properties. Elucidation of their molecular structures was carried out by elemental analyses, NMR and FT-IR, spectroscopy. Phase transitions were examined by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). The optimized geometrical architectures of both compounds were deduced theoretically using GAUSSIAN 09 program. In order to establish the most probable conformation for each compound, four probable conformations were predicted for their positional isomers which vary according to the orientations of the two lateral groups. The results were used to correlate the experimental measurements with the predicted conformations. The study revealed that the investigated derivatives are non-mesomorphic and the orientations, as well as positions of the two-lateral groups, have a significant effect on the molecular packing of the molecules, their geometrical and thermal parameters. |
| first_indexed | 2024-03-10T08:54:51Z |
| format | Article |
| id | doaj.art-c2ffc3f7052748d791052fe3738c6f74 |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-03-10T08:54:51Z |
| publishDate | 2021-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Crystals |
| spelling | doaj.art-c2ffc3f7052748d791052fe3738c6f742023-11-22T07:16:07ZengMDPI AGCrystals2073-43522021-07-0111887010.3390/cryst11080870Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational InvestigationsFowzia S. Alamro0Hoda A. Ahmed1Saheed A. Popoola2Hamud A. Altaleb3Khulood A. Abu Al-Ola4Sobhi M. Gomha5Department of Chemistry, College of Science, Princess Nourah Bint Abdulrahman University, Riyadh 11671, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Cairo 12613, EgyptChemistry Department, Faculty of Science, Islamic University of Madinah, Al-Madinah Al-Munawwarah 42351, Saudi ArabiaChemistry Department, Faculty of Science, Islamic University of Madinah, Al-Madinah Al-Munawwarah 42351, Saudi ArabiaChemistry Department, College of Sciences, Madina Monawara, Taibah University, Al-Madina 30002, Saudi ArabiaDepartment of Chemistry, Faculty of Science, Cairo University, Cairo 12613, EgyptTwo new laterally di-substituted derivatives namely, (E)-4-(((2-Chlorophenyl)imino)methyl)-3-methoxyphenyl 4-(alkoxy)benzoate, were designed and investigated for their mesomorphic properties. Elucidation of their molecular structures was carried out by elemental analyses, NMR and FT-IR, spectroscopy. Phase transitions were examined by differential scanning calorimetry (DSC) and polarized optical microscopy (POM). The optimized geometrical architectures of both compounds were deduced theoretically using GAUSSIAN 09 program. In order to establish the most probable conformation for each compound, four probable conformations were predicted for their positional isomers which vary according to the orientations of the two lateral groups. The results were used to correlate the experimental measurements with the predicted conformations. The study revealed that the investigated derivatives are non-mesomorphic and the orientations, as well as positions of the two-lateral groups, have a significant effect on the molecular packing of the molecules, their geometrical and thermal parameters.https://www.mdpi.com/2073-4352/11/8/870Schiff base/esterdi-lateral groupsphase transitioncomputational calculationsDFT |
| spellingShingle | Fowzia S. Alamro Hoda A. Ahmed Saheed A. Popoola Hamud A. Altaleb Khulood A. Abu Al-Ola Sobhi M. Gomha Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations Crystals Schiff base/ester di-lateral groups phase transition computational calculations DFT |
| title | Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations |
| title_full | Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations |
| title_fullStr | Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations |
| title_full_unstemmed | Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations |
| title_short | Effect of the Relative Positions of Di-Laterally Substituted Schiff Base Derivatives: Phase Transition and Computational Investigations |
| title_sort | effect of the relative positions of di laterally substituted schiff base derivatives phase transition and computational investigations |
| topic | Schiff base/ester di-lateral groups phase transition computational calculations DFT |
| url | https://www.mdpi.com/2073-4352/11/8/870 |
| work_keys_str_mv | AT fowziasalamro effectoftherelativepositionsofdilaterallysubstitutedschiffbasederivativesphasetransitionandcomputationalinvestigations AT hodaaahmed effectoftherelativepositionsofdilaterallysubstitutedschiffbasederivativesphasetransitionandcomputationalinvestigations AT saheedapopoola effectoftherelativepositionsofdilaterallysubstitutedschiffbasederivativesphasetransitionandcomputationalinvestigations AT hamudaaltaleb effectoftherelativepositionsofdilaterallysubstitutedschiffbasederivativesphasetransitionandcomputationalinvestigations AT khuloodaabualola effectoftherelativepositionsofdilaterallysubstitutedschiffbasederivativesphasetransitionandcomputationalinvestigations AT sobhimgomha effectoftherelativepositionsofdilaterallysubstitutedschiffbasederivativesphasetransitionandcomputationalinvestigations |