2,2'-雙(苯乙炔基)-4,4'-雙取代聯苯關環反應機制的研究
The reaction mechanism study of 2,2'-di(phenylethynyl)-4,4'-disubstituted-biphenyls cyclization reaction
Date Issued
2005
Date
2005
Author(s)
Lee, Chung-Chieh
DOI
zh-TW
Abstract
2,2'-di(phenylethynyl)-biphenyls undergo thermal cyclization reaction at high temperature (260℃) to yield compound 6. To probe the reaction mechanism, a series of 2,2'-di (phenylethynyl)-4,4'-disubstitued-biphenyl were synthesized and then were subjected to the reeaction conditions . In order to differentiate the diradical or benzocyclobutadiene mechanism, we added tetraphenylcyclo- pentadienone to trap the intermediate. Cyclooctatetraene derivatives, which were derived from addition reaction of tetraphenylcyclopentadienone and benzocyclobutadiene intermediate, were finally isolated. As a result, we concluded that the cyclization proceeds through the benzocyclobutadiene process. However the possibility of the diradical pathway couldn’t be completely excluded. We also explored the effects of the 4,4’-disubstitued functional groups on the thermal cyclization reaction.
Subjects
聯苯
關環反應
反應機制
biphenyl
cyclization reaction
mechanism study
Type
thesis
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