19057-51-3Relevant articles and documents
Nickel-Catalyzed Facile [2+2+2] Cyclotrimerization of Unactivated Internal Alkynes to Polysubstituted Benzenes
Xue, Fei,Loh, Ying Kai,Song, Xiaolu,Teo, Wei Jie,Chua, J. Y. Darrence,Zhao, Jin,Hor, T. S. Andy
, p. 168 - 173 (2017)
A catalytic [2+2+2] cyclotrimerization of unactivated internal alkynes providing cyclotrimerization products in excellent yields with high regioselectivity is described. The transformation is accomplished by using a simple catalytic mixture comprising Ni(acac)2, an imidazolium salt and a Grignard reagent at room temperature or 60 °C for 20 min or 1 h.
Palladium-catalyzed cycloisomerizations of diarylacetylenes: Synthesis, structures, and physical properties of highly substituted naphthalenes and 8,8 a-dihydrocyclopenta[a]indenes
Wu, Tsun-Cheng,Tai, Chia-Cheng,Tiao, Hsin-Chieh,Chang, Yu-Ting,Liu, Chia-Chun,Li, Ching-Hsiu,Huang, Cheng-Hao,Kuo, Ming-Yu,Wu, Yao-Ting
experimental part, p. 7220 - 7227 (2011/08/06)
Depending on the electronic properties of their substituents, the major products generated by palladium-catalyzed cycloisomerizations of diarylalkynes are either highly substituted 8,8a-dihydrocyclopenta[a]indenes 3 or naphthalenes 4. The structures of these compounds were verified by X-ray crystallographic analysis. Many functional groups tolerated the reaction conditions evaluated in this study. The isotope-labeled experiments indicated that added water has a critical role in forming both classes of compounds. The photophysical and electrochemical properties of cycloadducts 3 and their analogues were systematically studied and compared with computational predictions based on density functional theory. Dihydrocyclopenta[a]indenes 3 in either solid or liquid form display strong luminescence, whereas cyclopenta[a]indene 11 j is practically nonfluorescent. The functional groups directly attached to the backbone of compound 3 significantly influenced physical properties. The steric effect arising from the aryl substituents caused different luminescence phenomena, including aggregation-induced and -enhanced emission. Copyright
A deuterium labelling study into the insertion of diphenylacetylenes into iron-aryl bonds
Butler, Ian R.,Elliot, Joanne L.,Houde, Jean
, p. 1564 - 1573 (2007/10/02)
The mechanism of the reaction of dicarbonyl(η5-cyclopentadienyl)phenyliron, 1, with diphenylacetylene to give 2,3-diphenyl--inden-1-one has been investigated using a partially deuterated 1.The mechanistic pathway of the reaction is discussed in terms of the labelling of the indenones obtained.The reaction of phenylacetylene with 1 gives a mixture of products including 2,4,6-triphenyl-4'-methylbenzophenone and C-4,C-6a-dihydro-4-(4'-methylphenyl)-2-phenylpentalene(1-r-3aH)one.