Synthesis and Properties of Quinoidal Fluorenofluorenes
| Autor: | Lev N. Zakharov, Conerd K. Frederickson, Joshua E. Barker, Michael H. Jones, Michael M. Haley |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Molecular Structure
010405 organic chemistry Chemistry Extramural Organic Chemistry Electrons Fluorene 010402 general chemistry 01 natural sciences Biochemistry Fluorescence 0104 chemical sciences chemistry.chemical_compound Computational chemistry Benzoquinones Molecule Physical and Theoretical Chemistry Ground state Antiaromaticity |
| Zdroj: | Organic Letters. 19:5312-5315 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.7b02605 |
| Popis: | The synthesis and optoelectronic properties of 24 π-electron, formally antiaromatic fluoreno[3,2-b]fluorene and fluoreno[4,3-c]fluorene (FF), are presented. The solid-state structure of [4,3-c]FF along with computationally analogous molecules shows that the outer rings are aromatic while the central four rings possess a bond-localized 2,6-naphthoquinodimethane motif. The antiaromaticity and biradical character of the FFs is assessed computationally, the results of which indicate the dominance of the closed-shell ground state for these molecules. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|