Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 7, Pages 3812-3819Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202014557
Keywords
antiaromaticity; aromaticity; beryllium; heterocycles; s-block metals
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Funding
- Deutsche Forschungsgemeinschaft
- DFG Research Training Group GRK2112, Molecular Biradicals: Structure, Properties and Reactivity
- CoordenacAo de Aperfeicoamento de Pessoal de Nivel Superior
- Alexander von Humboldt Foundation
- NSERC
- Projekt DEAL
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The research focuses on synthesizing and authenticating a heterocyclic compound containing the alkaline earth metal beryllium that exhibits significant antiaromaticity, and delving into its chemical properties in terms of reduction and Lewis-base-coordination chemistry using spectroscopic, structural, and computational techniques.
The concepts of aromaticity and antiaromaticity have a long history, and countless demonstrations of these phenomena have been made with molecules based on elements from the p, d, and f blocks of the periodic table. In contrast, the limited oxidation-state flexibility of the s-block metals has long stood in the way of their participation in sophisticated pi-bonding arrangements, and truly antiaromatic systems containing s-block metals are altogether absent or remain poorly defined. Using spectroscopic, structural, and computational techniques, we present herein the synthesis and authentication of a heterocyclic compound containing the alkaline earth metal beryllium that exhibits significant antiaromaticity, and detail its chemical reduction and Lewis-base-coordination chemistry.
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