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

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

Mulvey, Robert ORCID: https://orcid.org/0000-0002-1015-2564

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  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