| Full text | |
| Author(s): |
Orenha, Renato Pereira
[1]
;
da Silva, Vanessa Borges
[1]
;
Caramori, Giovanni Finoto
[2]
;
Piotrowski, Mauricio Jeomar
[3]
;
Nagurniak, Glaucio Regis
[4]
;
Parreira, Renato Luis Tame
[1]
Total Authors: 6
|
| Affiliation: | [1] Univ Franca, Nucleo Pesquisas Ciencias Exatas & Tecnol, Franca, SP - Brazil
[2] Univ Fed Santa Catarina, Dept Quim, Campus Univ Trindade, CP 476, BR-88040900 Florianopolis, SC - Brazil
[3] Univ Fed Pelotas, Dept Phys, POB 354, BR-96010900 Pelotas, RS - Brazil
[4] Univ Fed Santa Catarina, Dept Exact Sci & Educ, BR-89036004 Blumenau, SC - Brazil
Total Affiliations: 4
|
| Document type: | Journal article |
| Source: | Physical Chemistry Chemical Physics; v. 23, n. 19, p. 11455-11465, MAY 21 2021. |
| Web of Science Citations: | 0 |
| Abstract | |
The role of anions in several biochemical processes has given rise to enormous interest in the identification/exploration of compounds with the potential ability to recognize anions. Here, an anthracene-squaramide conjugated compound, O2C4{[}NH(C14H10)]{[}(NH(C6H6)], has been modified through the substitutions (i) H -> F and (ii) H -> OH at the anthracene and benzene rings to improve the capabilities of these structures for recognizing chloride, bromide, and nitrate anions. Through an energy decomposition analysis method, the recognition of the anions is chiefly identified as a non-covalent process. H -> F substitutions at the benzene ring and, principally, the anthracene ring favor anion recognition, since H -> F substitutions create a pi-acid region in the aromatic ring, as indicated based on the molecular electrostatic potential surfaces. Similarly, H -> OH substitutions also improve the recognition of anions, which is related to the establishment of partly covalent chemical bonds of the form O-HMIDLINE HORIZONTAL ELLIPSIS(Cl-, Br- and O-), which are verified based on the quantitative analysis of the maximum and minimum values of the molecular electrostatic potential surfaces and the quantum theory of atoms in molecules method. The presence of large electron density has a key role in the recognition of Cl- anions, and the more favorable electrostatic interactions between the anthracene structure and Br- anions, relative to NO3- anions, mean that receptorMIDLINE HORIZONTAL ELLIPSISBr- interactions are more attractive than receptorMIDLINE HORIZONTAL ELLIPSISNO3- ones. These data can contribute to the design of structures with the relevant abilities to interact with anions. (AU) | |
| FAPESP's process: | 11/07623-8 - The use of quantum-mechanical methods to study the bonds and chemical interactions in self-organizing systems with applications in catalysis, medicinal chemistry, electrochromism, energy storage and conversion |
| Grantee: | Renato Luis Tame Parreira |
| Support Opportunities: | Research Grants - Young Investigators Grants |
| FAPESP's process: | 19/19175-1 - 5th School of Computational Chemistry - "Modeling in Supramolecular Chemistry" |
| Grantee: | Renato Luis Tame Parreira |
| Support Opportunities: | Organization Grants - Scientific Meeting |
| FAPESP's process: | 17/24856-2 - The Mechanism of the Substitution Reaction of the Ligand Nitrosyl by Aqua in Ruthenium Coordination Compounds |
| Grantee: | Renato Pereira Orenha |
| Support Opportunities: | Scholarships in Brazil - Post-Doctoral |