We thank Dr. Kozo Fukui for fruitful discussions and advice. We also thank Prof. A. Harada (Osaka University) for the CD measurements. This work was supported in part by Grant-in-Aid for Scientific Research on Innovative Areas (No. 20110006 and Quantum Cybernetics), Elements Science and Technology Project from the Ministry of Education, Culture, Sports, Science and Technology (Japan), and FIRST Project on Quantum Information Processing, JSPS.
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Chiral Stable Phenalenyl Radical: Synthesis, Electronic-Spin Structure, and Optical Properties of [4]Helicene-Structured Diazaphenalenyl†
Article first published online: 25 MAY 2012
DOI: 10.1002/anie.201202654
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Ueda, A., Wasa, H., Suzuki, S., Okada, K., Sato, K., Takui, T. and Morita, Y. (2012), Chiral Stable Phenalenyl Radical: Synthesis, Electronic-Spin Structure, and Optical Properties of [4]Helicene-Structured Diazaphenalenyl. Angew. Chem. Int. Ed., 51: 6691–6695. doi: 10.1002/anie.201202654
- †
Publication History
- Issue published online: 27 JUN 2012
- Article first published online: 25 MAY 2012
- Manuscript Received: 5 APR 2012
Funded by
- Grant-in-Aid for Scientific Research on Innovative Areas. Grant Number: 20110006
- Ministry of Education, Culture, Sports, Science and Technology
- JSPS
Keywords:
- chirality;
- circular dichroism;
- density functional calculations;
- EPR spectroscopy;
- radicals
A new spin on an old system: The title neutral radicals have been synthesized and characterized for the first time. Thanks to two terminal methoxy groups and three tert-butyl groups, the chiral radicals are configurationally and chemically stable. The three-dimensional π-electron network shows extensive spin delocalization, and the distinct CD properties are attributed to the chirality of the helicene unit (see picture).