Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials
Here we report on the crystal structure of three enamine/imine TBA derivatives (<b>1−3</b>). Since the derivatives can take the form of enamine or imine tautomers, theoretical calculations were made to confirm that the former predominates due to higher stability (thermodynamic calculatio...
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MDPI AG
2020-05-01
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| Series: | Crystals |
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| Online Access: | https://www.mdpi.com/2073-4352/10/6/442 |
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doaj-bbdac1b6652b46b596764a472c5fe8902020-11-25T03:25:14ZengMDPI AGCrystals2073-43522020-05-011044244210.3390/cryst10060442Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) MaterialsAnamika Sharma0Assem Barakat1Hessa H. Al-Rasheed2Abdullah Mohammed Al-Majid3Sammer Yousuf4M. Iqbal Choudhary5Ayman El-Faham6Beatriz G. de la Torre7Fernando Albericio 8KwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South AfricaDepartment of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi ArabiaDepartment of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi ArabiaH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, PakistanH.E.J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi 75270, PakistanDepartment of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi ArabiaKwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South AfricaPeptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Westville, Durban 4000, South AfricaHere we report on the crystal structure of three enamine/imine TBA derivatives (<b>1−3</b>). Since the derivatives can take the form of enamine or imine tautomers, theoretical calculations were made to confirm that the former predominates due to higher stability (thermodynamic calculations). The enamines’ form was further corroborated by high activation energy (ΔG<sup>≠</sup>; which is > 60 kcal/mol in all the cases), thus requiring a large amount of energy to pass the barrier (kinetics calculations). Furthermore, <b>1−3</b> were found to show high static hyperpolarizability (β<sub>tot</sub>), thereby making them potential candidates as nonlinear materials for electro-optical devices and crystal engineering.https://www.mdpi.com/2073-4352/10/6/442CrystalsEnamine/imine tautomerDFTNLOHyperpolarizability |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Anamika Sharma Assem Barakat Hessa H. Al-Rasheed Abdullah Mohammed Al-Majid Sammer Yousuf M. Iqbal Choudhary Ayman El-Faham Beatriz G. de la Torre Fernando Albericio |
| spellingShingle |
Anamika Sharma Assem Barakat Hessa H. Al-Rasheed Abdullah Mohammed Al-Majid Sammer Yousuf M. Iqbal Choudhary Ayman El-Faham Beatriz G. de la Torre Fernando Albericio Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials Crystals Crystals Enamine/imine tautomer DFT NLO Hyperpolarizability |
| author_facet |
Anamika Sharma Assem Barakat Hessa H. Al-Rasheed Abdullah Mohammed Al-Majid Sammer Yousuf M. Iqbal Choudhary Ayman El-Faham Beatriz G. de la Torre Fernando Albericio |
| author_sort |
Anamika Sharma |
| title |
Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials |
| title_short |
Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials |
| title_full |
Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials |
| title_fullStr |
Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials |
| title_full_unstemmed |
Crystal Structure and Theoretical Investigation of Thiobarbituric Acid Derivatives as Nonlinear Optical (NLO) Materials |
| title_sort |
crystal structure and theoretical investigation of thiobarbituric acid derivatives as nonlinear optical (nlo) materials |
| publisher |
MDPI AG |
| series |
Crystals |
| issn |
2073-4352 |
| publishDate |
2020-05-01 |
| description |
Here we report on the crystal structure of three enamine/imine TBA derivatives (<b>1−3</b>). Since the derivatives can take the form of enamine or imine tautomers, theoretical calculations were made to confirm that the former predominates due to higher stability (thermodynamic calculations). The enamines’ form was further corroborated by high activation energy (ΔG<sup>≠</sup>; which is > 60 kcal/mol in all the cases), thus requiring a large amount of energy to pass the barrier (kinetics calculations). Furthermore, <b>1−3</b> were found to show high static hyperpolarizability (β<sub>tot</sub>), thereby making them potential candidates as nonlinear materials for electro-optical devices and crystal engineering. |
| topic |
Crystals Enamine/imine tautomer DFT NLO Hyperpolarizability |
| url |
https://www.mdpi.com/2073-4352/10/6/442 |
| work_keys_str_mv |
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