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Chiral Stable Phenalenyl Radical: Synthesis, Electronic‐Spin Structure, and Optical Properties of [4]Helicene‐Structured Diazaphenalenyl
Author(s) -
Ueda Akira,
Wasa Hideki,
Suzuki Shuichi,
Okada Keiji,
Sato Kazunobu,
Takui Takeji,
Morita Yasushi
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201202654
Subject(s) - helicene , radical , delocalized electron , chirality (physics) , electron paramagnetic resonance , spin (aerodynamics) , electron delocalization , chemistry , electron , crystallography , stereochemistry , organic chemistry , molecule , physics , quantum mechanics , chiral symmetry , nambu–jona lasinio model , thermodynamics , quark
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).