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
ISSN1873-3581
AutoresSerge Cauwberghs, Pierre J. De Clercq, Bernard Tinant, J. P. Declercq,
Tópico(s)Ferrocene Chemistry and Applications
ResumoKinetic 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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