Synthesis and properties of [1,6′]biazulenyl compounds

Tetrahedron

Volumn 64, Issue 8, 2008, Pages 1792-1797

  Razus, Alexandru C ^a   Pavel, Claudia ^a   Lehadus, Oana ^a   Nica, Simona ^a   Birzan, Liviu ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Romania)

Author keywords

Biazulenyls; Hafner annulation reaction

Indexed keywords

[1,6']BIAZULENYL; AZULENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; PRIORITY JOURNAL; SYNTHESIS;

EID: 38349026319     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2007.11.105     Document Type: Article

References (27)

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18. The hydrogenated derivative of [1,6′]biazulenyl, namely, 6-(3-guaiazulenyl)-1(6H)-guaiazulenone was studied by. Matsubara Y., Matsui S., Takekuma S., Quo Y.P., Yamamoto H., and Nozoe T. Bull. Chem. Soc. Jpn. 62 (1989) 2040-2044
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21. A short review about this procedure was also presented by. Zeller K.-P. Methoden der Organischen Chemie (Houben Weyl), B. V/2c (1985), Georg Thieme, Stuttgart, New York, NY p 201
22. 5) was used, the worked-up mixture showed in the mass spectrum the presence of [1,6′]biazulenyl molecular ion, however, the separation of the product failed.
23. Heilbronner E., and Bock H. The HMO Model and its Application (1976), Wiley and Chemie, New York, NY and Weinheim (F.R.G.) Chapter 5.3
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25. As a result of the calculation, Hielbronner predicted that only the B band in UV-vis spectra of the biazulenyls is sensitive to change of coupling position. Hagen R., Hielbronner E., and Straub P.A. Helv. Chim. Acta 51 (1968) 45-67
26. Dias J.R. J. Phys. Org. Chem. 20 (2007) 395-409
27. On the basis of NMR spectrum, Morita and Takase [Ref. 2] supposed the coplanarity of [2,6′]biazulenyl.