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  New proton sponges, 13. - syntheses, structures and basicities of 1,2,4,5-tetrakis(dimethylamino)benzene and 2,3,6,7-tetrakis(dimethylamino)naphthalene

Staab, H. A., Elbl-Weiser, K., & Krieger, C. (2000). New proton sponges, 13. - syntheses, structures and basicities of 1,2,4,5-tetrakis(dimethylamino)benzene and 2,3,6,7-tetrakis(dimethylamino)naphthalene. European Journal of Organic Chemistry, 2000(2), 327-333. doi:10.1002/(SICI)1099-0690(200001)2000:2%3C327:AID-EJOC327%3E3.0.CO;2-Z.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0028-3719-0 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0028-371A-E
Genre: Journal Article
Alternative Title : New proton sponges, 13. - syntheses, structures and basicities of 1,2,4,5-tetrakis(dimethylamino)benzene and 2,3,6,7-tetrakis(dimethylamino)naphthalene

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EurJOrgChem_2000_327.pdf (Any fulltext), 319KB
 
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 Creators:
Staab, Heinz A.1, Author           
Elbl-Weiser, Karin, Author
Krieger, Claus1, Author           
Affiliations:
1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              

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Free keywords: “Proton sponge” analogues;Orientation dependence of hydrogen bonds;Crystal structures
 Abstract: 1,2,4,5-Tetrakis(dimethylamino)benzene (4) and 2,3,6,7-tetrakis (dimethylamino)naphthalene (5) were prepared and structurally determined. Electron-donor functions, protonation, and the geometry of intramolecular hydrogen bonds are discussed. By oxidation of 4 to its dication the benzenoid aromaticity is cancelled in favour of two independent units as determined by X-ray structure aromaticity is cyanine-type analysis

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Language(s): eng - English
 Dates: 1999-08-311999-12-172000-01-01
 Publication Status: Issued
 Pages: 7
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 666300
DOI: 10.1002/(SICI)1099-0690(200001)2000:2%3C327::AID-EJOC327%3E3.0.CO;2-Z
URI: http://onlinelibrary.wiley.com/doi/10.1002/%28SICI%291099-0690%28200001%292000:2%3C327::AID-EJOC327%3E3.0.CO;2-Z/abstract
Other: 4772
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Title: European Journal of Organic Chemistry
  Other : Eur. J. Org. Chem.
Source Genre: Journal
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Publ. Info: Weinheim, Germany : Wiley-VCH
Pages: - Volume / Issue: 2000 (2) Sequence Number: - Start / End Page: 327 - 333 Identifier: ISSN: 1434-193X
CoNE: https://pure.mpg.de/cone/journals/resource/954926953810