http://www.cnr.it/ontology/cnr/individuo/prodotto/ID33205
A Ring-Fusion/Ring-Fission Mechanism for the Metathesis Reaction of Macrocyclic Formaldehyde Acetals (Articolo in rivista)
- Type
- Label
- A Ring-Fusion/Ring-Fission Mechanism for the Metathesis Reaction of Macrocyclic Formaldehyde Acetals (Articolo in rivista) (literal)
- Anno
- 2006-01-01T00:00:00+01:00 (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
- 10.1002/chem.200600983 (literal)
- Alternative label
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
- Cacciapaglia R.; Di Stefano S.; Mandolini L. (literal)
- Pagina inizio
- Pagina fine
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
- Rivista
- Note
- Scopu (literal)
- ISI Web of Science (WOS) (literal)
- Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
- Dipartimento di Chimica e IMC-CNR Sezione Meccanismi di Reazione Università La Sapienza, Roma (literal)
- Titolo
- A Ring-Fusion/Ring-Fission Mechanism for the Metathesis Reaction of Macrocyclic Formaldehyde Acetals (literal)
- Abstract
- Important insight has been obtained into the mechanism of the reversible acid-catalysed transacetalation of cyclophane formaldehyde acetals (formals) Ci in CDCl3, at 25 °C. The order of appearance of the lowest oligomers in the early stages of the equilibration reaction is fully consistent with ring-fusion/ring-fission processes in which oxonium ion intermediates undergo SN2 reactions, according to an acid-catalysed bimolecular (A2) mechanism. The alternative acid-catalysed monomolecular (A1) reaction path, based on \"back-biting\" processes of carbenium ions generated by SN1- type cleavage of oxonium ion intermediates, predicts sequences that are in marked contrast with experimental findings. (literal)
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