N,N'-Bis-(2-methoxybenzylidene) adducts of 1,2-ethanediamine, 1,3-propanediamine and 1,4-butanediamine

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Reglinski, J. and Taylor, M.K. and Kennedy, A.R. (2004) N,N'-Bis-(2-methoxybenzylidene) adducts of 1,2-ethanediamine, 1,3-propanediamine and 1,4-butanediamine. Acta Crystallographica Section C: Crystal Structure Communications, 60 (3). o169-o172. ISSN 0108-2701 (http://www.blackwell-synergy.com/doi/full/10.1107/...)

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Abstract

We have isolated and crystallographically characterized the three homologous compounds N,N'-bis(2-methoxy­benzyl­idene)­ethane-1,2-di­amine (MeSalen), C18H20N2O2, N,N'-bis(2-methoxy­benzyl­idene)­propane-1,3-di­amine (MeSalpr), C19H22N2O2, and N,N'-bis(2-methoxy­benzyl­idene)­butane-1,4-di­amine (MeSalbu), C20H24N2O2. In contrast with MeSalpr, the mol­ecules of MeSalen and MeSalbu, which have an even number of methyl­ene units, have crystallographic symmetry. Comparing these methoxy-substituted species with their hydroxy equivalents shows that the aryl rings rotate upon removal of the O - HN hydrogen bonds. The packing of MeSalen and MeSalpr is controlled by C - Hπ interactions, whereas that of MeSalbu has only van der Waals contacts.

ORCID iDs

Reglinski, J. ORCID logoORCID: https://orcid.org/0000-0002-0263-4168, Taylor, M.K. and Kennedy, A.R. ORCID logoORCID: https://orcid.org/0000-0003-3652-6015;
  • Item type:Article
    ID code:1010
    Dates:
    Date
    Event
    10 February 2004
    Published
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user:Users 45 not found.
    Date deposited:09 May 2006
    Last modified:11 Nov 2024 08:27
    URI:https://strathprints.strath.ac.uk/id/eprint/1010
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