77919-65-4Relevant academic research and scientific papers
Enhancement of reaction efficiency by functionalized alcohols on gold(I)-catalyzed intermodular hydroalkoxylation of unactivated olefins
Hirai, Toshifumi,Hamasaki, Aklyuki,Nakamura, Aki,Tokunaga, Makoto
supporting information; experimental part, p. 5510 - 5513 (2010/02/28)
"Chemical Equation Presented" Intermolecular hydroalkoxylation of unactivated olefins catalyzed by the combination of gold(I) and electron deficient phosphine ligands has been developed. Although pairings of unactivated olefins and common aliphatic alcohols gave unsatisfactory results In gold catalyzed hydroalkoxylations, the use of alcohol substrates bearing coordination functionalities such as halogen or alkoxy groups showed great improvement of reactivity.
Hindered Nucleophilic Displacement (SN2) Reactions of 2exo- and 2endo-Norbornyl Derivatives. Norbornane Series 4.
Grob, Cyril A.,Lutz, Erich
, p. 153 - 160 (2007/10/02)
The reactions of 2exo- and 2endo-norbornyl bromide (1 e and 2 e, respectively) in 90 percent ethanol with a large excess of potassium hydroxide, and 2exo-norbornyl-p-toluenesulfonate (1 g) with excess sodium thiophenolate in methyl cellosolve, have been studied.They obey the first order rate law and are zero order with respect to the base-nucleophile.However, the ratio of 1,2- and 1,3-elimination to exo-substitution products depends strongly on the base-nucleophile concentration.The extreme inertness of 2-norbornyl derivatives in displacement reactions is due to severe steric hindrance of rearside nucleophilic attack, a feature they have in common with other bi- and tricyclic molecules bearing nucleofugal groups adjacent to one or two bridgehead atoms.
