185757-27-1Relevant academic research and scientific papers
A controllable synthesis of homoallyl ketones and multiply substituted cyclopentadienes by direct insertion of aroyl cyanides to zirconacyclopentenes
Zhou, Shaolin,Yan, Bin,Liu, Yuanhong
, p. 4006 - 4012 (2005)
The direct reaction of aroyl cyanides with zirconacyclopentenes was achieved cleanly under controlled reaction conditions. This methodology provided an extremely efficient, one-pot, and high-yield route for the synthesis of homoallyl ketones when the reaction was carried out at -50 °C. Trapping of the zirconium intermediate by a variety of electrophiles afforded functionalized homoallyl ketones. Remarkably, the insertion reaction occurred with complete chemoselectivity, that means, the Zr-sp3 carbon bond reacted preferentially, which is different from Cu-mediated elaboration of zirconacycles. Surprisingly, when the reaction was done at room temperature, 1,2,3-trisubstituted cyclopentadiene derivatives were readily formed in high yields. The direct insertion reaction of zirconacyclopentanes with acyl cyanides was also described. When bicyclic zirconacyclopentanes were used, cyclopentanol derivatives were obtained with high stereoselectivity.
Synthesis and cyclic voltammetry of 1,2,3-trisubstituted bis(cyclopentadienyl)zirconium dichlorides
Rausch, Bernhard J,Gleiter, Rolf,Rominger, Frank
, p. 242 - 250 (2007/10/03)
The synthesis of the 1,2,3-trisubstituted cyclopentadienes 3-10 and their corresponding zirconocene dichlorides 11-18 from commercially available internal alkynes is presented. The solid state structures of the differently substituted zirconocenes 11-13 and 15-17 were examined by means of X-ray analysis. The bite angles have shown not to be dependent on the substitution pattern of the cyclopentadienyl ligand. Cyclic voltammetry was used to measure the effect of introducing electron withdrawing and donating groups at the five membered ligand on the Lewis acidity of the zirconium central atom.
Preparation of 1,2,3-trisubstituted cyclopentadienes and tetrahydroindene derivatives from zircoanacyclopentenes
Takahashi, Tamotsu,Xi, Zhenfeng,Kotora, Martin,Xi, Chanjuan,Nakajima, Kiyohiko
, p. 7521 - 7524 (2007/10/03)
1,2,3-Trisubstituted cyclopentadienes and tetrahydroindene derivatives were prepared by a one-step reaction from zirconacyclopentene complexes, which are easily prepared from alkynes and EtMgBr (or ethylene) and Cp2ZrCl2. Reaction of
