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Synthesis, Resolution and Crystal Structure of a New Optically Active Nitroxide Radical

✍ Scribed by Benfaremo, Nicholas ;Steenbock, Marco ;Klapper, Markus ;Müllen, Klaus ;Enkelmann, Volker ;Cabrera, Karin

Publisher
John Wiley and Sons
Year
2006
Tongue
English
Weight
269 KB
Volume
1996
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The synthesis of the readily available racemate of the nitroxide radical 5 is described. The product exhibits exclusively the trans configuration. The cis product was not obtained. Optically pure enantiomers of 5 were isolated in gram quantities by chiral HPLC. Thus, separation of the enantiomers of a nitroxide radical was achieved for the first time. The structure of 5 was proven by a single‐crystal diffraction study.

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## Abstract Eight novel neonicotinoid analogues 1‐(2‐tetrahydrofurfuryl)‐5‐substituted‐1,3,5‐hexahydrotriazine‐2‐__N__‐nitroimines **3a**–**3h** were synthesized, and their structures were characterized by ^1^H NMR, IR and elemental analysis. The stereostructure of **3a** was determined by the sing