Poly-orthophenylenes: Synthesis by Suzuki coupling and solid state helical structures

Tetrahedron Letters

Volumn 39, Issue 49, 1998, Pages 9093-9096

  Blake, Alexander J ^a   Cooke, Paul A ^a   Doyle, Kevin J ^a   Gair, Susan ^a   Simpkins, Nigel S ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID DERIVATIVE; IODOBENZENE; OLIGOMER; PALLADIUM; POLYPHENOL DERIVATIVE;

ARTICLE; CATALYST; CHEMICAL REACTION; CHEMICAL STRUCTURE; SOLID STATE; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0032481028     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02003-6     Document Type: Article

References (26)

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3. (b) Dai, Y.; Katz, T. J.; Nichols, D. A. Angew. Chem., Int. Ed. Engl. 1998, 35, 2109.
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9. (b) Feast, W. J.; Tsibouklis, J.; Pouwer, K. L.; Groenendaal, L.; Meijer, E. W. Polymer 1996, 37, 5017.
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14. 9. Modelling using Macromodel version 5.
15. 10. Although ortho-polyphenylenes have been prepared previously, their conformation seems not to have been explored, see (a) Ozasa, S.; Fujioka, Y.; Fujiwara, M.; Ibuki, E. Chem. Pharm. Bull. 1980, 28, 3210.
16. (b) Ibuki, E.; Ozasa, S.; Fujioka, Y.; Okada, M.; Yanagihara, Y. Chem. Pharm. Bull. 1982, 30, 2369.
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19. 12. Frahn, J.; Karakaya, B.; Schäfer, A.; Schlüter, A.-D. Tetrahedron 1997, 53, 15459.
20. 13. Selective cross-coupling at C-I rather than C-Br bonds is well documented, see reference 14 and references therein.
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22. 15. The boronic acids 7, 9 and 11 were employed without purification.
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24. 17. Structure assignment of the higher oligomers 19 and 20 rests largely on mass spectrometric evidence, since NMR spectra are complex due to the presence of rotamers.
25. 2) was 0.169.
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