Butyllithium-induced cyclotrimerisation reactions of organic nitriles : solvent dependency, crystal and solution structures of lithio triazine intermediates and an unexpected rearrangement of dihydrotriazino anions

Armstrong, David. R. and Clegg, W. and MacGregor, M. and Mulvey, Robert and O'Neil, P.A. (1993) Butyllithium-induced cyclotrimerisation reactions of organic nitriles : solvent dependency, crystal and solution structures of lithio triazine intermediates and an unexpected rearrangement of dihydrotriazino anions. Journal of the Chemical Society, Chemical Communications, 1993 (7). pp. 608-610. ISSN 0022-4936

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Abstract

Sequential addition of Bu(t)C=N and PhC=N (2 equiv.) to Bu(n)Li in the presence of tetrahydrofuran (THF) produces an isolable lithio 1,4-dihydrotriazine tris(THF)solvate, characterised by both NMR spectroscopic and X-ray crystallographic methods, which converts to a 1,2-dihydro arrangement on methanolysis.

ORCID iDs

Armstrong, David. R., Clegg, W., MacGregor, M., Mulvey, Robert ORCID logoORCID: https://orcid.org/0000-0002-1015-2564 and O'Neil, P.A.;
  • Item type:Article
    ID code:38145
    Dates:
    Date
    Event
    7 April 1993
    Published
    Keywords:organic nitriles, lithio triazine, dihydrotriazino anions, Chemistry, Molecular Medicine
    Subjects:Science > Chemistry
    Department:Faculty of Science > Pure and Applied Chemistry
    Depositing user: Pure Administrator
    Date deposited:05 Mar 2012 12:00
    Last modified:20 Jan 2021 20:02
    URI:https://strathprints.strath.ac.uk/id/eprint/38145
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