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

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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 (https://doi.org/10.1039/C39930000608)

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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.;
CORE (COnnecting REpositories)