Stanger, Amnon; Ashkenazi, Nissan; Boese, Roland; Blaeser, Dieter; Stellberg, Peter:
Hexabromotricyclobutabenzene and hexabromohexaradialene: their nickel-mediated one-pot syntheses and crystal structures.
1997
In: Chemistry--A European Journal, Jg. 3 (1997), Heft 2, S. 208 - 211
Artikel/Aufsatz in Zeitschrift / Fach: Chemie
Titel:
Hexabromotricyclobutabenzene and hexabromohexaradialene: their nickel-mediated one-pot syntheses and crystal structures.
Autor(in):
Stanger, Amnon; Ashkenazi, Nissan; Boese, Roland im Online-Personal- und -Vorlesungsverzeichnis LSF anzeigen; Blaeser, Dieter; Stellberg, Peter
Erscheinungsjahr:
1997
Erschienen in:
Chemistry--A European Journal, Jg. 3 (1997), Heft 2, S. 208 - 211
ISSN:

Abstract:

The reaction of hexakis(dibromomethyl)benzene with [(Bu3P)2Ni(COD)] (COD = 1,5-cyclooctadiene) in DMF at 65-70 DegC yielded a mixt. of the title compds. The mixt. was sepd. by column chromatog. to yield hexabromotricyclobutabenzene (I) and hexabromohexaradialene (II) in 24 and 16% yields, resp. 1H and 13C NMR spectroscopy suggest that was obtained as the syn-all-trans isomer I, and the sym. anti-all-trans isomer was not obtained at all. The X-ray structures of I and II are reported. The hexaradialene II has a chair conformation, and deviates from planarity by 43.6 Deg. Heat or radical impurities cause the clean transformation of I to II.