24102-68-9Relevant articles and documents
Synthesis of 1,2-Disubstituted Cyclopentadienes from Alkynes Using a Catalytic Haloallylation/Cross-Coupling/Metathesis Relay
Topolov?an, Nikola,Panov, Illia,Kotora, Martin
, p. 3634 - 3637 (2016)
A three-step method based on Pd-catalyzed haloallylation of alkynes, Pd-catalyzed cross-coupling, and Ru-catalyzed ring-closing metathesis constitutes a new and short approach to variety of 1,2-substituted cyclopentadienes. The scope of the method is broad with respect to different substituents (alkyl, aryl, metallocenyl, and other substituents as well as their combinations are tolerated), and all steps proceeded with sensible yields. As a demonstration of product utility, several of the prepared cyclopentadienes were converted into the corresponding ferrocenes.
New sterically hindered unbridged zirconocene complexes with 1,2-diphenylcyclopentadienyl ligands: Synthesis, structure and properties as olefin polymerization catalysts
Zhang, Fan,Mu, Ying,Zhao, Ligang,Zhang, Yuetao,Bu, Weiming,Chen, Congxi,Zhai, Huimin,Hong, Han
, p. 68 - 76 (2007/10/03)
New unbridged zirconocene complexes, bis(1,2-diphenylcyclopentadienyl)zirconium dichloride (3) and bis(4-methy-1,2-diphenylcyclopentadienyl)zirconium dichloride (4) have been synthesized in high yield by reaction of ZrCl4 with the lithium salt
Photochemical Studies of Cyclopropenes and Cyclopentadienes. Mechanistic and Exploratory Organic Photochemistry
Zimmerman, H. E.,Kreil, D.J.
, p. 2060 - 2075 (2007/10/02)
The photochemistry of two vinylcyclopropenes and one cyclopentadiene was investigated.Thus, 3-phenyl-3-(1-phenylvinyl)cyclopropene, 3-phenyl-3-(2,2-diphenylvinyl)cyclopropene, and 2,5,5-triphenylcyclopentadiene were studied.The vinylcyclopropenes were designed with the vinyl moieties being the low-energy chromophores in contrast to previously studied examples where the cyclopropene ? bond is lower in energy.As with previous vinylcyclopropenes, irradiation led to cyclopentadienes and indenes. 2,5,5-Triphenylcyclopentadiene was the main photoproduct of the irradiation of the (diphenylvinyl)cyclopropene. 3-(2,2-Diphenylvinyl)indene was a lesser product that was encountered. 1,2-Diphenylcyclopentadiene, 3-(1-phenylvinyl)indene, and 3,4-diphenyl-1,2,4-pentatriene were formed from direct photolysis of the styryl cyclopropene.Interestingly, the corresponding sensitized irradiation led exclusively to 1,2-diphenylcyclopentadiene.Quantum efficiencies were determined for these reactions.Direct irradiation of 2,5,5-triphenylcyclopentadiene led to novel ring contraction to afford the (diphenylvinyl)cyclopropene.Additionally, phenyl migration was observed, leading to formation of 1,4,5-triphenylcyclopentadiene.Sensitized reaction of 2,5,5-triphenylcyclopentadiene led only to the phenyl migration product.Again quantum yields were determined.The (diphenylvinyl)cyclopropene was labeled in order to ascertain the skeletal change in the rearrangement.Similary, labeling studies were carried out with 2,5,5-triphenylcyclopentadiene, thus allowing delineation of the fate of each carbon.Additionally, studies were carried out independently to generate the 3,5,5-triphenylpentadienyl carbene.The (diphenylvinyl)cyclopropene was the major product along with 2,5,5-triphenylcyclopentadiene and 3-(2,2-diphenylvinyl)indene.
