Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor
A novel N-amidothiourea receptor (1), synthesized by the reaction of nicotinic acid hydrazide with phenyl isothiocyanate, was evaluated for the detection of fluoride, acetate, and hydroxide ions selectively over other anions. Receptor 1 was characterized by various spectroscopic methods, and further...
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| Format: | Article |
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Elsevier
2023-01-01
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| Series: | Results in Chemistry |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S221171562200412X |
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| author | Chinmayee Pattnaik Anadi Singhamahapatra Rakesh Parida Subash Chandra Sahoo Laxmi Narayan Sahoo Kandala V.R. Chary Satyanarayan Sahoo |
| author_facet | Chinmayee Pattnaik Anadi Singhamahapatra Rakesh Parida Subash Chandra Sahoo Laxmi Narayan Sahoo Kandala V.R. Chary Satyanarayan Sahoo |
| author_sort | Chinmayee Pattnaik |
| collection | DOAJ |
| description | A novel N-amidothiourea receptor (1), synthesized by the reaction of nicotinic acid hydrazide with phenyl isothiocyanate, was evaluated for the detection of fluoride, acetate, and hydroxide ions selectively over other anions. Receptor 1 was characterized by various spectroscopic methods, and further structural elucidation of it was done by Single Crystal X-ray diffraction analysis. The efficacy of receptor 1 as a colorimetric sensor for fluoride ions was observed by an instant colour change from colourless to light yellow, which can be attributed to the H-bonding complex formation between receptor 1 and anion. The binding characteristics of the thiourea receptor with fluoride ion (F−) showed 1:1 binding stoichiometry at a lower concentration, whereas at a higher concentration, the binding stoichiometry increased to 1:2. The receptor, when treated with acetate and hydroxide ion, showed 1:2 and 1:1 binding stoichiometry, respectively. The binding affinity of receptor 1 was found to be following the Brønsted acidity order, i.e., OH− > AcO− > F−. Detailed quantum chemical calculations also supported the experimental findings. |
| first_indexed | 2024-03-13T04:13:24Z |
| format | Article |
| id | doaj.art-4895343a185e4df6bdf84acc87ecb311 |
| institution | Directory Open Access Journal |
| issn | 2211-7156 |
| language | English |
| last_indexed | 2024-03-13T04:13:24Z |
| publishDate | 2023-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Results in Chemistry |
| spelling | doaj.art-4895343a185e4df6bdf84acc87ecb3112023-06-21T06:51:38ZengElsevierResults in Chemistry2211-71562023-01-015100693Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensorChinmayee Pattnaik0Anadi Singhamahapatra1Rakesh Parida2Subash Chandra Sahoo3Laxmi Narayan Sahoo4Kandala V.R. Chary5Satyanarayan Sahoo6P. G. Department of Chemistry, Berhampur University, Odisha 760007, IndiaDepartment of Chemistry, Saraswati Degree Vidyamandir, Neelakantha Nagar Berhampur, Odisha 760005, IndiaDepartment of Chemistry, National Institute of Technology Rourkela, Odisha 769008, India; Department of Chemistry, Sungkyunkwan University, Suwon 16419, Republic of KoreaDepartment of Chemistry, Panjab University, Chandigarh 160014, IndiaDepartment of Chemistry, Government Science College Chatrapur, Odisha 761020, India; Corresponding authors at: P. G. Department of Chemistry, Berhampur University, Odisha 760007, India (S. Sahoo).Department of Chemical Sciences, IISER Berhampur, Odisha 760010, IndiaP. G. Department of Chemistry, Berhampur University, Odisha 760007, India; Department of Chemical Sciences, IISER Berhampur, Odisha 760010, India; Corresponding authors at: P. G. Department of Chemistry, Berhampur University, Odisha 760007, India (S. Sahoo).A novel N-amidothiourea receptor (1), synthesized by the reaction of nicotinic acid hydrazide with phenyl isothiocyanate, was evaluated for the detection of fluoride, acetate, and hydroxide ions selectively over other anions. Receptor 1 was characterized by various spectroscopic methods, and further structural elucidation of it was done by Single Crystal X-ray diffraction analysis. The efficacy of receptor 1 as a colorimetric sensor for fluoride ions was observed by an instant colour change from colourless to light yellow, which can be attributed to the H-bonding complex formation between receptor 1 and anion. The binding characteristics of the thiourea receptor with fluoride ion (F−) showed 1:1 binding stoichiometry at a lower concentration, whereas at a higher concentration, the binding stoichiometry increased to 1:2. The receptor, when treated with acetate and hydroxide ion, showed 1:2 and 1:1 binding stoichiometry, respectively. The binding affinity of receptor 1 was found to be following the Brønsted acidity order, i.e., OH− > AcO− > F−. Detailed quantum chemical calculations also supported the experimental findings.http://www.sciencedirect.com/science/article/pii/S221171562200412XThioureaAmidothioureaChemosensorBrønsted acidityAnion binding |
| spellingShingle | Chinmayee Pattnaik Anadi Singhamahapatra Rakesh Parida Subash Chandra Sahoo Laxmi Narayan Sahoo Kandala V.R. Chary Satyanarayan Sahoo Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor Results in Chemistry Thiourea Amidothiourea Chemosensor Brønsted acidity Anion binding |
| title | Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor |
| title_full | Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor |
| title_fullStr | Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor |
| title_full_unstemmed | Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor |
| title_short | Structural elucidation of N-amidothiourea derived from nicotinic acid hydrazide: A detailed study of its application as selective anion sensor |
| title_sort | structural elucidation of n amidothiourea derived from nicotinic acid hydrazide a detailed study of its application as selective anion sensor |
| topic | Thiourea Amidothiourea Chemosensor Brønsted acidity Anion binding |
| url | http://www.sciencedirect.com/science/article/pii/S221171562200412X |
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