A remarkably efficient synthesis of pure cis-stilbenoid hydrocarbons using trans-dibromoalkenes via palladium catalysis

Journal of the American Chemical Society

Volumn 124, Issue 50, 2002, Pages 14832-14833

  Rathore, Rajendra ^a   Deselnicu, Mihaela I ^a   Burns, Carrie L ^a  

^a Marquette University   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; DIBROMOALKENE; HYDROCARBON; PALLADIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; STRUCTURE ANALYSIS; SYNTHESIS;

ALKENES; CATALYSIS; HYDROCARBONS, BROMINATED; ISOMERISM; MAGNETIC RESONANCE SPECTROSCOPY; PALLADIUM; STILBENES;

EID: 0037132594     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja027421w     Document Type: Article

References (28)

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24. X-ray crystallography data for 6 and 7 are on deposit with Cambridge Crystallographic Data Center as supplementary publication nos. CCDC169899 and CCDC169900, respectively.
25. +-bound stilbenoid moieties are chemically equivalent in solution at 22 °C. An X-ray crystallographic study in progress will establish this point.
26. Preliminary electrochemical and UV-vis spectral studies on 13a-b suggest that a single hole (formed by removal of an electron) is delocalized over both stilbenoid moieties; Rathore, R.; Deselnicu, M. I.; Burns, C. L (unpublished results).
27. 10
28. 1,2-Dibromocyclohex-1-ene and 1,2-dibromocyclopent-1-ene showed reactivity analogous to that of 1,2-dibromobicyclooct-2-ene (see eq 1).