52728-16-2Relevant academic research and scientific papers
Ion Pair-Directed Regiocontrol in Transition-Metal Catalysis: A Meta-Selective C-H Borylation of Aromatic Quaternary Ammonium Salts
Davis, Holly J.,Mihai, Madalina T.,Phipps, Robert J.
supporting information, p. 12759 - 12762 (2016/10/13)
The use of noncovalent interactions to direct transition-metal catalysis is a potentially powerful yet relatively underexplored strategy, with most investigations thus far focusing on using hydrogen bonds as the controlling element. We have developed an ion pair-directed approach to controlling regioselectivity in the iridium-catalyzed borylation of two classes of aromatic quaternary ammonium salts, leading to versatile meta-borylated products. By examining a range of substituted substrates, this provides complex, functionalized aromatic scaffolds amenable to rapid diversification and more broadly demonstrates the viability of ion-pairing for control of regiochemistry in transition-metal catalysis.
Synthesis of 5-alkylidene-6-(dimethylamino)methyl-1,3-cyclohexadienes from α-substituted benzyldimethylammoniomethylides
Machida,Shirai,Sato
, p. 117 - 122 (2007/10/02)
2-Substituted 5-alkylidene-6-(dimethylamino)methyl-1,3-cyclohexadienes (E)-4 and (Z)-4 were prepared by the reaction of α,4-disubstituted dimethyl[(trimethylsilyl)methyl]benzylammonium iodides 2 with cesium fluoride. Their E-isomers were stable at room temperature and could be used in the Diels-Alder reaction. Some related reactions are also described.
HYDROBORATION OF N,N-DIMETHYL(2-VINYLBENZYL)AMINE
Kafka, Stanislav,Trska, Petr,Kytner, Jan,Taufmann, Petr,Ferles, Miloslav
, p. 2047 - 2056 (2007/10/02)
Hydroboration of N,N-dimethyl(2-vinylbenzyl)amine followed by oxidation afforded a mixture of primary and secondary alcohol, i.e. 2-(2-dimethylaminomethylphenyl)ethanol and 1-(2-dimethylaminomethylphenyl)ethanol, together with the reduction product - 2-et
