The template effect exerted by tetrathiafulvalene (TTF) in the ring-closure reaction of the trication 5(3+) yielding cyclobis(paraquat-p-phenylene) has been quantitatively evaluated in acetonitrile at 62 degrees C with UV-vis spectrophotometry. The rate of ring closure of the trication 5(3+) largely increases in the presence of the template (a maximum increase of ca. 80 times at [TTF] approximate to 0.14 M). The results are compared with those of other aromatic templates, 2 and 3, that were provided with polyethereal sidearms and indicate that the template ability of tetrathiafulvalene is comparable or better than that of the others.

Template Effect of Tetrathiafulvalene in the Formation of Cyclobis(paraquat-p-phenylene) / Doddi, Giancarlo; Ercolani, G; Mencarelli, Paolo; Piermattei, A.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 70:(2005), pp. 3761-3764. [10.1021/jo050263h]

Template Effect of Tetrathiafulvalene in the Formation of Cyclobis(paraquat-p-phenylene)

DODDI, Giancarlo;MENCARELLI, Paolo;
2005

Abstract

The template effect exerted by tetrathiafulvalene (TTF) in the ring-closure reaction of the trication 5(3+) yielding cyclobis(paraquat-p-phenylene) has been quantitatively evaluated in acetonitrile at 62 degrees C with UV-vis spectrophotometry. The rate of ring closure of the trication 5(3+) largely increases in the presence of the template (a maximum increase of ca. 80 times at [TTF] approximate to 0.14 M). The results are compared with those of other aromatic templates, 2 and 3, that were provided with polyethereal sidearms and indicate that the template ability of tetrathiafulvalene is comparable or better than that of the others.
2005
PSEUDOROTAXANES, MACHINES, BINDING, REDOX
01 Pubblicazione su rivista::01a Articolo in rivista
Template Effect of Tetrathiafulvalene in the Formation of Cyclobis(paraquat-p-phenylene) / Doddi, Giancarlo; Ercolani, G; Mencarelli, Paolo; Piermattei, A.. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 70:(2005), pp. 3761-3764. [10.1021/jo050263h]
File allegati a questo prodotto
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/234699
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? 1
  • Scopus 37
  • ???jsp.display-item.citation.isi??? 38
social impact