Characterization of the Crystalline Nature of the Racemates of Novel Chiral Five-Membered Cyclic Nitroxides

Racemic samples of chiral five-membered cyclic nitroxides, 2,2,5,5-tetrasubstituted pyrrolidine-1-oxyls bearing one or two 4-hydroxyphenyl groups on the stereogenic centers [C(2) or C(2) & C(5)] adjacent to the NO radical moiety, exist as a racemic conglomerate in the crystalline state, whereas...

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Bibliographic Details
Published in:Molecular crystals and liquid crystals (Philadelphia, Pa. : 2003) Pa. : 2003), 2005-07, Vol.440 (1), p.23-35
Main Authors: Ikuma, Naohiko, Tamura, Rui, Shimono, Satoshi, Kawame, Naoyuki, Tamada, Osamu, Sakai, Naoko, Yamamoto, Yukio, Yamauchi, Jun
Format: Article
Language:English
Subjects:
chiral nitroxide radical
electron paramagnetic resonance spectroscopy
magnetic susceptibility
racemic compound
racemic conglomerate
X-ray crystallographic analysis
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Summary:Racemic samples of chiral five-membered cyclic nitroxides, 2,2,5,5-tetrasubstituted pyrrolidine-1-oxyls bearing one or two 4-hydroxyphenyl groups on the stereogenic centers [C(2) or C(2) & C(5)] adjacent to the NO radical moiety, exist as a racemic conglomerate in the crystalline state, whereas those having one or two 3-hydroxyphenyl groups at the same positions belong to a racemic compound. The key intermolecular interactions in controlling whether these racemates crystallize in a homochiral way or a heterochiral manner have been investigated by X-ray crystallographic analysis and magnetic susceptibility measurements.
ISSN:1542-1406
1563-5287
DOI:10.1080/15421400590957602