1203-16-3Relevant academic research and scientific papers
Hydrochloric acid as an efficient catalyst for intermolecular condensation of alcohols. A simple and highly efficient synthesis of unsymmetrical ethers from benzylic alcohols and alkanols
Mochalov,Fedotov,Trofimova,Zefirov
, p. 1217 - 1231 (2015/11/09)
Benzylic alcohols and diarylmethanols with electron-donating substituents in the aromatic ring reacted with aliphatic alcohols in the presence of a catalytic amount of HCl to give the corresponding alkyl arylmethyl ethers. The reactivity of diarylmethanols in the intermolecular dehydration depended on the nature of substituents in the aromatic rings and structure of aliphatic alcohol.
Palladium-catalyzed hydroesterification of styrene derivatives in the presence of ionic liquids
Klingshirn, Marc A.,Rogers, Robin D.,Shaughnessy, Kevin H.
, p. 3620 - 3626 (2007/10/03)
The palladium-catalyzed hydroesterification of olefins occurs efficiently in a range of ionic liquid media. Selectivities ranging from 5-7:1 for the linear ester were obtained with styrene in a range of IL solvents. The use of ILs allowed the catalyst to be easily separated from the organic product by either extraction or distillation. The (Ph3P)2PdCl 2 precatalyst could be recovered unchanged from the ionic liquid phase. The IL/catalyst phase could be recycled five times with an average yield of 68%.
Nucleophilic Substitution Reaction of 1-Phenylethyl Chlorides in Methanol
Lee, Ikchoon,Lee, Won Heui,Lee, Hai Whang,Bentley, T. W.
, p. 141 - 146 (2007/10/02)
Nucleophilic substitution reactions of 1-(Y-phenyl)ethyl chlorides with X-anilines have been investigated in methanol at 65.0 deg C.An isokinetic point is obtained at ?Y+ = ca. -0.23 with ρX = 0; the sign of ρX changes at this point from positive for the relatively strong electron donating Y substituents to negative for the more electron withdrawing Y substituents. The magnitude of the cross-interaction constant, ρXY, between the substituents X and Y is unusually large with the relatively small magnitude of ρXo resulting in an observable isokinetic point at .These results are interpreted in terms of a transition state (TS) structure in which nearly complete bond formation between the nucleophile and cation formed in an ion-pair preequilibrium is coupled with a TS imbalance phenomenon.The results of kinetic isotope effect studies involving deuteriated anilines and methanol are also in line with this mechanism.
