Role of Halogen Substituents on Halogen Bonding in 4,5-DiBromohexahydro-3a,6-Epoxyisoindol-1(4H)-ones
| Autor: | Armando J. L. Pombeiro, Fedor I. Zubkov, Atash V. Gurbanov, Mikhail S. Grigoriev, Maryana A. Nadirova, Dmitriy F. Mertsalov, Kamran T. Mahmudov, Eugeniya V. Nikitina, Hieu H. Truong, Vladimir P. Zaytsev |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
synthesis
General Chemical Engineering Supramolecular chemistry 010402 general chemistry 01 natural sciences Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound noncovalent interactions lcsh:QD901-999 Moiety Non-covalent interactions General Materials Science chemistry.chemical_classification Halogen bond 010405 organic chemistry Chemistry Hydrogen bond Intermolecular force Condensed Matter Physics isoindole 0104 chemical sciences halogen bonding Halogen lcsh:Crystallography Isoindole X-ray analysis |
| Zdroj: | Crystals, Vol 11, Iss 112, p 112 (2021) |
| ISSN: | 2073-4352 |
| Popis: | A series of 4,5-dibromo-2-(4-substituted phenyl)hexahydro-3a,6-epoxyisoindol-1(4H)-ones were synthesized by reaction of the corresponding 2-(4-substituted phenyl)-2,3,7,7a-tetrahydro-3a,6-epoxyisoindol-1(6H)-ones with [(Me2NCOMe)2H]Br3 in dry chloroform under reflux for 3−5 h. In contrast to the 4-F and 4-Cl substituents, one of the bromine atoms of the isoindole moiety behaves as a halogen bond donor in the formation of intermolecular halogen bonding in the 4-H, 4-Br and 4-I analogues. Not only intermolecular hydrogen bonds, but also Ha⋯Ha and Ha⋯π types of halogen bonds in the 4-H, 4-Br, and 4-I compounds, contribute to the formation of supramolecular architectures leading to 2D or 3D structures. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|