134080-36-7Relevant academic research and scientific papers
ON THE MECHANISM OF THE CLAY CATALYZED REACTION OF BENZYLAMINE
Bank, Shelton,Jewett, Rumara
, p. 303 - 306 (2007/10/02)
The mechanism of the aluminum exchanged Montmorillonite catalyzed reaction of benzylamine was studied with deuterium labelled benzylamine.From the analysis of the product dibenzylamine and the recovered benzylamine extensive hydrogen exchange is observed.An SN2 process is thus unlikely and a process involving an imine is suggested.
Cumulative Deuterium Isotope Effects on the Conformational Equilibria of Tribenzylamine
Forsyth, David A.,Zhang, Wei-Yi
, p. 3928 - 3935 (2007/10/02)
Conformational equilibrium isotope effects (CEIE) were measured for several α-deuteriated isotopomers of tribenzylamine via NMR isotope shifts.Unlabeled benzyl groups give an AB system of two doublets in the benzylic region of the 1H NMR spectrum when the conformational equilibria are perturbated by labeling in another benzyl group.The benzylic proton signal of a monolabeled benzyl group is shifted upfield by an intrinsic deuterium isotope effect and may be additionally shifted by an equilibrium isotope effect.An equilibrium constant for the isotope effect, Kiso,derived from the isotope shift for a labeled benzyl group is the same as one derived from an unlabeled benzyl group of the same isotopomer.The CEIEs are cumulative for placing additional deuteriums to create additional chiral benzyl groups of the same configuration.Thus, a deuterium in one benzyl group appears to influence equally the average conformations of all three benzyl groups.The results are consistent with the expectations for CEIEs for a structure of C3 symmetry, but a substantial contribution from a C1 structure is also possible.
