The Mechanism of Formation of Amide-based Macrocycles and Catenanes: Prediction of a New Rotaxane-Forming Motif (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• The Mechanism of Formation of Amide-based Macrocycles and Catenanes: Prediction of a New Rotaxane-Forming Motif (Articolo in rivista) (literal)

Anno

• 2004-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1002/chem.200305662 (literal)

Alternative label

• Zerbetto, Francesco (3); Leigh, David A. (1); VENTURINI, ALESSANDRO (2); Wilson, Andrew J. (1); Wong, J. K Y (1) (2004)
  The Mechanism of Formation of Amide-based Macrocycles and Catenanes: Prediction of a New Rotaxane-Forming Motif
  in Chemistry - A European Journal
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Zerbetto, Francesco (3); Leigh, David A. (1); VENTURINI, ALESSANDRO (2); Wilson, Andrew J. (1); Wong, J. K Y (1) (literal)

Pagina inizio

• 4960 (literal)

Pagina fine

• 4969 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 10 (literal)

Rivista

• Chemistry - A European Journal (Rivista)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• (1) School of Chemistry - University of Edinburgh; (2) ISOF - Consiglio Nazionale Delle Ricerche; (3) Dipartmento di Chimica G. Ciamician - Univ. degli Studi di Bologna (literal)

Titolo

• The Mechanism of Formation of Amide-based Macrocycles and Catenanes: Prediction of a New Rotaxane-Forming Motif (literal)

Abstract

• Molecular modeling of four different reagent systems shows that the (free) energies of supramolecular interactions in the gas phase and in solution can explain the different reaction products (i.e., various sized macrocycles, catenanes, and linear oligomers) that are formed in classic amide-catenane- forming reactions. Self-assembly of the catenanes requires the formation of ordered intertwined chains and is driven by bifurcated hydrogen bonds, with ? stacking only playing a lesser role. The understanding gained from the computational study was used to predict the possibility of a new rotaxane-forming system that does not permit catenane formation. The predictions were confirmed by the successful synthesis and characterization (including X-ray crystallography) of two novel rotaxanes. (literal)

Prodotto di

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• MAteriali Funzionali Organici per applicazioni High-Tech: sistemi molecolari, supramolecolari e bioibridi (MAFO-HT) (PM.P04.003.003) (Modulo)

Autore CNR

• ALESSANDRO VENTURINI (Persona)

Insieme di parole chiave

• Parole chiave di "The Mechanism of Formation of Amide-based Macrocycles and Catenanes: Prediction of a New Rotaxane-Forming Motif" (Insieme di parole chiave)

Incoming links:

Prodotto

• Institute for organic syntheses and photoreactivity (ISOF) (Istituto)
• MAteriali Funzionali Organici per applicazioni High-Tech: sistemi molecolari, supramolecolari e bioibridi (MAFO-HT) (PM.P04.003.003) (Modulo)

Autore CNR di

• ALESSANDRO VENTURINI (Persona)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Chemistry - A European Journal (Rivista)

Insieme di parole chiave di

• Parole chiave di "The Mechanism of Formation of Amide-based Macrocycles and Catenanes: Prediction of a New Rotaxane-Forming Motif" (Insieme di parole chiave)