133042-85-0Relevant articles and documents
COMPOUNDS WHICH HAVE A PROTECTIVE ACTIVITY WITH RESPECT TO THE ACTION OF TOXINS AND OF VIRUSES WITH AN INTRACELLULAR MODE OF ACTION
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Paragraph 0177; 0178, (2016/04/19)
The subject matter of the present invention is novel families of compounds which are aromatic amine, imine, aminoadamantane and benzodiazepine derivatives, medicaments comprising same and the use thereof as inhibitors of the toxic effects of toxins with intracellular activity, such as, for example, ricin, and of viruses that use the internalization pathway for infecting cells.
Imine hydrogenation by alkylaluminum catalysts
Hatnean, Jillian A.,Thomson, Jordan W.,Chase, Preston A.,Stephan, Douglas W.
supporting information, p. 301 - 303 (2014/01/06)
Di-isobutylaluminum hydride and tri-iso-butylaluminum (DIBAL 1, TIBAL 2) are shown to be efficient hydrogenation catalysts for a variety of imines at 100 °C and 100 atm of H2, operating via a hydroalumination/ hydrogenolysis mechanism.
Zincocene and dizincocene N-heterocyclic carbene complexes and catalytic hydrogenation of imines and ketones
Jochmann, Phillip,Stephan, Douglas W.
supporting information, p. 8370 - 8378 (2014/07/08)
The N-heterocyclic carbene (NHC) adducts Zn(CpR) 2(NHC)] (CpR=C5HMe4, C 5H4SiMe3; NHC=ItBu, IDipp (Dipp=2,6- diisopropylphenyl), IMes (Mes=mesityl), SIMes) were prepared and shown to be active catalysts for the hydrogenation of imines, whereas decamethylzincocene [ZnCp*2] is highly active for the hydrogenation of ketones in the presence of noncoordinating NHCs. The abnormal carbene complex [Zn(OCHPh2)2(aItBu)]2 was formed from spontaneous rearrangement of the ItBu ligand during incomplete hydrogenation of benzophenone. Two isolated ZnI adducts [Zn2Cp* 2(NHC)] (NHC=ItBu, SIMes) are presented and characterized as weak adducts on the basis of 13C NMR spectroscopic and X-ray diffraction experiments. A mechanistic proposal for the reduction of [ZnCp* 2] with H2 to give [Zn2Cp*2] is discussed.
H2 cleavage, hydride formation, and catalytic hydrogenation of imines with zinc complexes of C5Me5 and N-heterocyclic carbenes
Jochmann, Phillip,Stephan, Douglas W.
supporting information, p. 9831 - 9835 (2013/09/23)
Decamethylzincocene, [ZnCp2], reacts with H2 to give the reduced ZnI compound [Zn2Cp2]. In the presence of coordinating and (more efficiently) of non-coordinating N-heterocyclic carbenes (NHCs), the catalytic hydrogenation of imines with H2 is achieved. The monomeric hydride [Zn(Cp)(H)(SIMes)] is presented and its mechanistic implications are considered. Copyright
Reactions of N-Chlorobenzylalkylamines with Sodium Methoxide in Methanol. Steric Effects in Elimination Reactions
Cho, Bong Rae,Maeng, Jun Ho,Yoon, Jong Chan,Kim, Tae Rin
, p. 4752 - 4756 (2007/10/02)
Reactions of N-chlorobenzylalkylamines in which the alkyl group is Me, Et, i-Pr, t-Bu, and sec-Bu with MeONa-MeOH have been investigated kinetically.The eliminations are quantitative and regiospecific, producing only benzylidenealkylamines.The reactions are first order in base and first order in substrate, and an E2 mechanism is evident.The relative rates of elimination at 25 deg C are 1/0.5/0.3/0.2/0.01 for Me/Et/i-Pr/sec-Bu/t-Bu alkyl substituents, respectively.The results are attributed to repulsive interaction between the alkyl group and the base in the transition state.Hammett ρ and kH/kD values decreased, but the ΔH(excit.) and ΔS(excit.) values increased with bulkier alkyl substituents.Changes in the transition-state parameters with the substrate steric effect are interpreted with variation in structure of the imine-forming transition states.