Artigo Acesso aberto Revisado por pares

Factors affecting ease of ring formation. The effect of anchoring substitution on the rate of an intramolecular diels-alder reaction with furan-diene

1988; Elsevier BV; Volume: 29; Issue: 20 Linguagem: Inglês

10.1016/s0040-4039(00)87916-2

ISSN

1873-3581

Autores

Serge Cauwberghs, Pierre J. De Clercq, Bernard Tinant, J. P. Declercq,

Tópico(s)

Ferrocene Chemistry and Applications

Resumo

Kinetic parameters for the IMDAF reaction of 2 and 3 were determined. For the equilibrium between 2b and 4b: ΔH° = -29.3 kJ/mol, ΔS° = −75 J/mol.K; for the conversion of 3 into 6 a significant rate enhancement by the anchoring tert-butyl group is observed: k(3b)/k(3a) = 240. The structure of 6b was proven via X-ray determination of 8.

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