Probing Reactivity with External Forces: The Case of Nitroacetamides in Water
Many computational methods have been applied to interpret and predict changes in reactivity by slight modifications of a given molecular scaffold. We describe a novel and simple method based on approximate density-functional theory of valence electrons that can be applied within a large high-perform...
| Main Authors: | , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-12-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/29/1/9 |
| _version_ | 1797358453415477248 |
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| author | Giovanni La Penna Fabrizio Machetti |
| author_facet | Giovanni La Penna Fabrizio Machetti |
| author_sort | Giovanni La Penna |
| collection | DOAJ |
| description | Many computational methods have been applied to interpret and predict changes in reactivity by slight modifications of a given molecular scaffold. We describe a novel and simple method based on approximate density-functional theory of valence electrons that can be applied within a large high-performance computational infrastructure to probe such changes using a statistical sample of molecular configurations, including the solvent. All the used computational tools are fully open-source. Following our previous application, we are able to explain the high acidity of C-H bond at <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mi>α</mi></semantics></math></inline-formula> position in nitro compounds when the amide linkage an ammonium group is inserted into the <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mi>α</mi></semantics></math></inline-formula> substituent. |
| first_indexed | 2024-03-08T15:01:13Z |
| format | Article |
| id | doaj.art-42fa57a7a78c48d488b13a1a50c9dce1 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-08T15:01:13Z |
| publishDate | 2023-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-42fa57a7a78c48d488b13a1a50c9dce12024-01-10T15:03:51ZengMDPI AGMolecules1420-30492023-12-01291910.3390/molecules29010009Probing Reactivity with External Forces: The Case of Nitroacetamides in WaterGiovanni La Penna0Fabrizio Machetti1Istituto di Chimica dei Composti Organometallici (ICCOM), Consiglio Nazionale delle Ricerche (CNR), via Madonna Del Piano 10, I-50019 Firenze, ItalyIstituto di Chimica dei Composti Organometallici (ICCOM), Consiglio Nazionale delle Ricerche (CNR), c/o Dipartimento di Chimica “Ugo Schiff”, via Della Lastruccia 13, I-50019 Firenze, ItalyMany computational methods have been applied to interpret and predict changes in reactivity by slight modifications of a given molecular scaffold. We describe a novel and simple method based on approximate density-functional theory of valence electrons that can be applied within a large high-performance computational infrastructure to probe such changes using a statistical sample of molecular configurations, including the solvent. All the used computational tools are fully open-source. Following our previous application, we are able to explain the high acidity of C-H bond at <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mi>α</mi></semantics></math></inline-formula> position in nitro compounds when the amide linkage an ammonium group is inserted into the <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mi>α</mi></semantics></math></inline-formula> substituent.https://www.mdpi.com/1420-3049/29/1/9amidescarbanionsC-H aciditynitro-aci tautomerismmolecular dynamicsdensity-functional theory |
| spellingShingle | Giovanni La Penna Fabrizio Machetti Probing Reactivity with External Forces: The Case of Nitroacetamides in Water Molecules amides carbanions C-H acidity nitro-aci tautomerism molecular dynamics density-functional theory |
| title | Probing Reactivity with External Forces: The Case of Nitroacetamides in Water |
| title_full | Probing Reactivity with External Forces: The Case of Nitroacetamides in Water |
| title_fullStr | Probing Reactivity with External Forces: The Case of Nitroacetamides in Water |
| title_full_unstemmed | Probing Reactivity with External Forces: The Case of Nitroacetamides in Water |
| title_short | Probing Reactivity with External Forces: The Case of Nitroacetamides in Water |
| title_sort | probing reactivity with external forces the case of nitroacetamides in water |
| topic | amides carbanions C-H acidity nitro-aci tautomerism molecular dynamics density-functional theory |
| url | https://www.mdpi.com/1420-3049/29/1/9 |
| work_keys_str_mv | AT giovannilapenna probingreactivitywithexternalforcesthecaseofnitroacetamidesinwater AT fabriziomachetti probingreactivitywithexternalforcesthecaseofnitroacetamidesinwater |