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  Synthesis, structure and 'proton sponge' properties of 1,12-bis(dimethylamino)benzo[c]phenanthrene

Staab, H. A., Diehm, M., & Krieger, C. (1995). Synthesis, structure and 'proton sponge' properties of 1,12-bis(dimethylamino)benzo[c]phenanthrene. Tetrahedron Letters, 36(17), 2967-2970. doi:10.1016/0040-4039(95)00441-E.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-002B-43F0-0 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002B-43F1-E
Genre: Journal Article
Alternative Title : Synthesis, structure and 'proton sponge' properties of 1,12-bis(dimethylamino)benzo[c]phenanthrene

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TetrahedronLett_36_1995_2967.pdf (Any fulltext), 210KB
 
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 Creators:
Staab, Heinz A.1, Author           
Diehm, Michael1, 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: In continuation of earlier 'proton sponge' studies, 1,2bis(dimethylamino)benzo[c]phenanthrene (2) was prepared in a multistep synthesis. In spite of its helical structure similar to diaza[6]helicene 1,2 shows in contrast to 1 ‘proton sponge’ properties due to the rotational flexibility of the dimethylamino groups as basic centers. X-Ray structure analyses are reported for 2 and its monoprotonated hydroiodide 3.

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Language(s): eng - English
 Dates: 1995-03-031995-03-061995-04-24
 Publication Status: Issued
 Pages: 4
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 665451
DOI: 10.1016/0040-4039(95)00441-E
URI: http://www.sciencedirect.com/science/article/pii/004040399500441E
Other: 6552
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Title: Tetrahedron Letters
  Other : Tetrahedron Lett.
Source Genre: Journal
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Publ. Info: Oxford : Pergamon
Pages: - Volume / Issue: 36 (17) Sequence Number: - Start / End Page: 2967 - 2970 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772