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  N,N-bridged 1,4,5,8-tetrakis(methylamino)naphthalenes and their radical cations. Comparison with 1,4,5,8-tetrakis(dimethylamino)naphthalene and related radical cations

Barth, T., & Neugebauer, F. A. (1995). N,N-bridged 1,4,5,8-tetrakis(methylamino)naphthalenes and their radical cations. Comparison with 1,4,5,8-tetrakis(dimethylamino)naphthalene and related radical cations. Journal of Organic Chemistry, 60(17), 5401-5406. doi:10.1021/jo00122a015.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-002B-41DE-A Version Permalink: https://hdl.handle.net/11858/00-001M-0000-002D-C29A-7
Genre: Journal Article

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JOrgChem_60_1995_5401.pdf (Any fulltext), 656KB
 
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http://pubs.acs.org/doi/pdf/10.1021/jo00122a015 (Any fulltext)
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https://dx.doi.org/10.1021/jo00122a015 (Any fulltext)
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 Creators:
Barth, Thomas1, Author           
Neugebauer, Franz A.1, Author           
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1Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society, ou_1497706              

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 Abstract: Syntheses of 3,8-dihydro-1,3,6,8-tetramethylpyrimido[4,5,6-gh]perimidine-2,7-1H,6H)-dione (2), 1,2,3,6,7,8-hexahydro-1,3,6,8-tetramethylpyrimido[4,5,6-gh]perimidine (3), and 3,6,7,8-tetrahydro-1,3,6,8-tetramethylpyrimido[4,5,6-gh]perimidin-2(1H)-one (4) are reported. The corresponding radical cations were generated by oxidation with iodine or tris(4-bromophenyl)amminium hexachlo-roantimonate and were studied by ESR and ENDOR for comparison with the 1,4,5,8-tetrakis-(dimethylamino)naphthalene radical cation (1.+). The ESR results of 2.+-4.+, however, give no indications which could explain the widely different exo (3.54 G) and endo (1.77 G) N-methyl proton splittings in 1.+.

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Language(s): eng - English
 Dates: 1994-12-221995-09-01
 Publication Status: Issued
 Pages: 6
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: eDoc: 665473
DOI: 10.1021/jo00122a015
URI: http://pubs.acs.org/doi/abs/10.1021/jo00122a015
Other: 6556
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Title: Journal of Organic Chemistry
Source Genre: Journal
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Publ. Info: Washington, D.C., etc. : American Chemical Society [etc.]
Pages: - Volume / Issue: 60 (17) Sequence Number: - Start / End Page: 5401 - 5406 Identifier: ISSN: 0022-3263
CoNE: https://pure.mpg.de/cone/journals/resource/954925416967