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