62030-03-9Relevant academic research and scientific papers
Highly regioselective and chemoselective titanocene mediated Barbier-type allylation reactions
Morcillo, Sara P.,Martinez-Peragon, Angela,Jakoby, Verena,Mota, Antonio J.,Kube, Christian,Justicia, Jose,Cuerva, Juan M.,Gansaeuer, Andreas
supporting information, p. 2211 - 2213 (2014/02/14)
Titanocene carboxylate 1 is an excellent chemoselective reagent for unprecedented α-regioselective Barbier-type reactions. It constitutes the first titanocene(iii) able to tolerate epoxides and readily reduced carbonyl compounds, such as aromatic and α,β-unsaturated aldehydes. The Royal Society of Chemistry.
Solvolysis of 1-[trans-2-(m- Orp-Substituted Phenyl)cyclopropyl]- 1-methylethyl p-Nitrobenzoates
Kusuyama, Yoshiaki
, p. 685 - 691 (2007/10/03)
The solvolyses of 1-[trans-2-(m- or p-substituted phenyl)cyclopropyl]-1-methylethyl p-nitrobenzoates in 80% aqueous acetone have been studied with regard to both reactivity and product composition. For the less reactive substituents such as m-Br, m-Cl, and m-CF3, the solvolysis products were the corresponding 2-(2-arylcyclopropyl)-2-propanol, indicating the cyclopropylmethyl cation intermediate. The ring-opened products increased as the electron-donating ability of the substituents increased. The application of the Yukawa-Tsuno equation to the reactivity afforded a ρ value of -1.43 and r value of 0.59 with a correlation coefficient of 0.997. A large value of r indicates the presence of the allylic cation intermediate where much more charge develops at the benzylic carbon for the derivatives with electron-donating substituents than is the case for the cyclopropylmethyl cation intermediate. Thus the solvolysis reaction proceeds via two independent pathways: one has a cyclopropyl cation intermediate and the other has a homoallylic cation intermediate.
