| Full text | |
| Author(s): |
Orenha, Renato Pereira
;
Pereira Furtado, Saulo Samuel
;
Caramori, Giovanni Finoto
;
Piotrowski, Mauricio Jeomar
;
Munoz-Castro, Alvaro
;
Tame Parreira, Renato Luis
Total Authors: 6
|
| Document type: | Journal article |
| Source: | NEW JOURNAL OF CHEMISTRY; v. N/A, p. 9-pg., 2023-01-27. |
| Abstract | |
Anions are associated with several biological processes in nature and act as catalysts in chemical and fuel production. Non-covalent interactions are useful tools for driving molecular processes. Recently, compounds containing halogen bond (XB) donors enhanced by hydrogen bonds (HBs) have been highlighted in the literature. Here, bonds between selected structures, capable of HB-enhanced XB (HBeXB), and anions (Cl-, Br-, and I-) have been investigated. EDA-NOCV analysis shows that increasing the X halogen donor atom (Cl < Br < I) or decreasing the X- anion (I- > Br- > Cl-) sizes favors C-XMIDLINE HORIZONTAL ELLIPSISX- non-covalent interactions. Molecules containing HBeXB interact more favorably with anions because of more attractive electrostatic and/or less intense Pauli repulsion C-XMIDLINE HORIZONTAL ELLIPSISX- interactions. The electron-acceptor groups (-NO2) present in the receptor structure support more attractive non-covalent bonds with Cl-. This is because the C-X bond is polarized by the -NO2 group and/or N-HMIDLINE HORIZONTAL ELLIPSISI interaction. The improvement from a mono to double HBeXB system favors anion recognition due to more attractive C-IMIDLINE HORIZONTAL ELLIPSIS(Cl-, Br- or I-) bonds polarized through N-HMIDLINE HORIZONTAL ELLIPSISI interactions. Our results contribute significantly to gain further insight into the mechanism of action of compounds with anion sensing properties, aiding in the design of compounds with improved properties. (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 |