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  Benzo[1,2-h:4,3-h′]diquinoline (“1,14-Diaza[5]helicene”): synthesis, structure, and properties

Staab, H. A., Zirnstein, M. A., & Krieger, C. (1989). Benzo[1,2-h:4,3-h′]diquinoline (“1,14-Diaza[5]helicene”): synthesis, structure, and properties. Angewandte Chemie International Edition, 28(1), 86-88. doi:10.1002/anie.198900861.

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Item Permalink: https://hdl.handle.net/21.11116/0000-000B-4A30-C Version Permalink: https://hdl.handle.net/21.11116/0000-000B-4A31-B
Genre: Journal Article

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AngewChemIntEd_28_1989_86.pdf (Any fulltext), 287KB
 
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 Creators:
Staab, Heinz A.1, Author           
Zirnstein, Michael A.1, 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: Despite almost equal N ⃛N distances in 1 and 2 (272.8 and 270.5 pm) the basicity constant of 2 is almost two powers of ten smaller than that of 1. The reason for this could be the helical structure of 2, which almost removes the destabilizing “lone-pair” interaction of the N atoms in the case of the free base and hinders an N ⃛H ⃛N bridge along the preferred directions of the “lone pairs” of the N atoms in the case of 2a.

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Language(s): eng - English
 Dates: 1988-08-181989-01
 Publication Status: Issued
 Pages: 3
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1002/anie.198900861
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Title: Angewandte Chemie International Edition
  Abbreviation : Angew. Chem., Int. Ed.
Source Genre: Journal
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Publ. Info: Weinheim : Wiley-VCH
Pages: - Volume / Issue: 28 (1) Sequence Number: - Start / End Page: 86 - 88 Identifier: ISSN: 1433-7851
CoNE: https://pure.mpg.de/cone/journals/resource/1433-7851