Loading...
Please wait, while we are loading the content...
Similar Documents
Tropylium Ion, an Intriguing Moiety in Organic Chemistry.
| Content Provider | Europe PMC |
|---|---|
| Author | Zahra, Fatima Tuz Saeed, Aamer Mumtaz, Khansa Albericio, Fernando |
| Editor | Manolikakes, Georg |
| Copyright Year | 2023 |
| Abstract | The tropylium ion is a non-benzenoid aromatic species that works as a catalyst. This chemical entity brings about a large number of organic transformations, such as hydroboration reactions, ring contraction, the trapping of enolates, oxidative functionalization, metathesis, insertion, acetalization, and trans-acetalization reactions. The tropylium ion also functions as a coupling reagent in synthetic reactions. This cation's versatility can be seen in its role in the synthesis of macrocyclic compounds and cage structures. Bearing a charge, the tropylium ion is more prone to nucleophilic/electrophilic reactions than neutral benzenoid equivalents. This ability enables it to assist in a variety of chemical reactions. The primary purpose of using tropylium ions in organic reactions is to replace transition metals in catalysis chemistry. It outperforms transition-metal catalysts in terms of its yield, moderate conditions, non-toxic byproducts, functional group tolerance, selectivity, and ease of handling. Furthermore, the tropylium ion is simple to synthesize in the laboratory. The current review incorporates the literature reported from 1950 to 2021; however, the last two decades have witnessed a phenomenal upsurge in the utilization of the tropylium ion in the facilitation of organic conversions. The importance of the tropylium ion as an environmentally safe catalyst in synthesis and a comprehensive summary of some important reactions catalyzed via tropylium cations are described. |
| Journal | Molecules |
| Volume Number | 28 |
| DOI | 10.3390/molecules28104095 |
| PubMed Central reference number | PMC10224505 |
| Issue Number | 10 |
| PubMed reference number | 37241836 |
| e-ISSN | 14203049 |
| Language | English |
| Publisher | Molecular Diversity Preservation International (MDPI) |
| Publisher Date | 2023-05-15 |
| Access Restriction | Open |
| Subject Keyword | tropylium cation tropylium tetrafluoroborate selectivity electrophile organo-catalyst universal oxidant Lewis acid catalyst coupling reagent |
| Content Type | Text |
| Resource Type | Article |
| Subject | Physical and Theoretical Chemistry Medicine Chemistry Drug Discovery Pharmaceutical Science Analytical Chemistry Molecular Medicine Organic Chemistry |
