Template effect of tetrathiafulvalene in the formation of cyclobis(paraquat-p-phenylene).
[reaction: see text] 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] approximately 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.
Doddi
Giancarlo
G
Dipartimento di Chimica e CNR-IMC, Università di Roma La Sapienza, P.le Aldo Moro, 2, 00185 Roma, Italy.
Ercolani
Gianfranco
G
Mencarelli
Paolo
P
Piermattei
Alessio
A
D000465:Algorithms; D004563:Electrochemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010269:Paraquat / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature
D006571:Heterocyclic Compounds; C063887:tetrathiafulvalene; D010269:Paraquat