AI Article Synopsis
- The first isolation of tetracyano-naphthalenediimide (NDI(CN)) and its stable radical anion was achieved, with structural details uncovered using spectroscopic methods and X-ray diffraction.
- The radical anion's stability is attributed to multiple hydrogen bonds with counter ions and various intramolecular noncovalent interactions, unique for planar radical anions.
- Electrochemical studies revealed that NDI(CN) has a very low-lying LUMO of -5.0 eV, showcasing its potential as a strong electron-deficient π system for future exploration.
Article Abstract
Reported herein is the first isolation of tetracyano-naphthalenediimide [NDI(CN) ] and its radical anion, and structural elucidation through spectroscopic and X-ray diffraction studies. The radical anion shows remarkable stability and was purified by chromatography, which is unique for planar radical anions. The stability results from multiple hydrogen bonds to the counter ion and through an array of intramolecular noncovalent interactions. The radical anion revealed one of the strongest NDI π-π interactions (3.268 Å). Electrochemical studies of [NDI(CN) ] confirm its extraordinarily low-lying LUMO (-5.0 eV), rendering it one of the strongest electron-deficient planar π systems to be isolated. The manifold potential, which remained unknown to date, can now be explored for these open- and closed-shell planar π systems.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/anie.201807836 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!