Gas Phase Acidities of Organic Acids Based on 9H-Fluorene Scaffold: A DFT Study

Autor:	Zohreh Mirjafary, Hamid Saeidian, Baharak Farzin
Rok vydání:	2021
Předmět:	chemistry.chemical_compound chemistry Computational chemistry Charge density Density functional theory Aromaticity Fluorene Brønsted–Lowry acid–base theory Tautomer Ketenimine Conjugate
DOI:	10.21203/rs.3.rs-605603/v1
Popis:	The density functional theory (DFT) calculations have been performed on a new set of organic Brønsted acids based on 9H-fluorene scaffold. The optimal structures and acidity of the compounds have been calculated by using DFT/B3LYP/6-31++G(d,p) computational method. The acidity of the designed compounds was obtained in the range of 276-328 kcal/mol that the fluorene scaffold bearing ketenimine group 17 and trifilic group 20 with ΔHacid of 276.3 and 285.4 kcal/mol, respectively were found to be within the range of superacids, being more acidic than simple fluorene and mineral acids. The designed compounds and the corresponding conjugate bases were also examined from the aromaticity indices point of view. The tautomerization process for some designed structures was investigated by DFT calculations. Molecular electrostatic potential analysis for the designed acids and the corresponding conjugate bases were also used for charge distribution analysis.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::a8d9b20b21f35992982b8e55af8043d0 https://doi.org/10.21203/rs.3.rs-605603/v1 Zobrazit plný text záznamu