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  Synthesis, structure and basicity of 1,16-diaza[6]helicene

Staab, H. A., Diehm, M., & Krieger, C. (1994). Synthesis, structure and basicity of 1,16-diaza[6]helicene. Tetrahedron Letters, 35(45), 8357-8360. doi:10.1016/S0040-4039(00)74406-6.

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Item Permalink: http://hdl.handle.net/11858/00-001M-0000-0019-A8B0-F Version Permalink: http://hdl.handle.net/11858/00-001M-0000-002D-AFBA-2
Genre: Journal Article

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TetrahedronLett_35_1994_8357.pdf (Any fulltext), 250KB
 
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 Creators:
Staab, Heinz A.1, Author              
Diehm, Michael, Author
Krieger, Claus1, Author              
Affiliations:
1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              

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 Abstract: The extension of 'proton sponges' 1 and 2 by further anellation to 1,16-diaza[6]helicene (3) was of interest to define scope and limitation of 'proton sponge' properties. 3 was prepared by photocyclisation of 2,7-bis(3-pyridylvinyl)naphthalene 4 and by Pd-catalyzed aryl-aryl coupling of the corresponding tetrabromo derivative 7. As consequence of the helical structure, 3 does not show 'proton sponge' basicity. X-ray structure analyses of 3 and 3·2HBr are in accordance with these findings.

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Language(s): eng - English
 Dates: 1994-09-121994-09-152001-03-091994-11-07
 Publication Status: Published in print
 Pages: 4
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 Table of Contents: -
 Rev. Method: Peer
 Identifiers: eDoc: 665188
DOI: 10.1016/S0040-4039(00)74406-6
Other: 6882
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Title: Tetrahedron Letters
  Other : Tetrahedron Lett.
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 35 (45) Sequence Number: - Start / End Page: 8357 - 8360 Identifier: ISSN: 0040-4039
CoNE: /journals/resource/954925448772