N,N'-Bis-(2-methoxybenzylidene) adducts of 1,2-ethanediamine, 1,3-propanediamine and 1,4-butanediamine
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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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: https://orcid.org/0000-0002-0263-4168, Taylor, M.K. and Kennedy, A.R. ORCID: https://orcid.org/0000-0003-3652-6015;-
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Item type: Article ID code: 1010 Dates: DateEvent10 February 2004PublishedSubjects: 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