187086-86-8Relevant articles and documents
Reactivities of acridine compounds in hydride transfer reactions
Lee, In-Sook Han,Kil, Hyun Joo,Ji, Young Ran
, p. 484 - 490 (2007)
Reactivities of acridine derivatives (10-benzylacridinium ion, 1a +, 10-methylacridinium ion, 1b+, and 10-methyl-9- phenylacridinium ion, 1c+) have been compared quantitatively for hydride transfer reactions with 1,3-dimethyl-2-substituted phenylbenzimidazoline compounds, 2Ha-h. Reactions were monitored spectrophotometrically in a solvent consisting of four parts of 2-propanol to one part of water by volume at 25 ± 0.1°C. Reduction potentials have been estimated for acridine derivatives by assuming that the equilibrium constants for the reductions of 1a+-c+ by 2Hb would be the same in aqueous solution and accepting -361 mV as the reduction potential of the 1-benzyl-3- carbamoylpyridinium ion. The resulting reduction potentials, E redo, are -47 mV for 1a+, -79 mV for 1b +, and -86 mV for 1c+. Each of acridine derivatives gives a linear Bronsted plot for hydride transfer reactions. The experimental slopes were compared with those obtained by Marcus theory. This comparison shows that the kinetic data are consistent with a one-step mechanism involving no high-energy intermediates. Copyright
Marcus theory of a parallel effect on α for hydride transfer reaction between NAD+ analogues
Lee, In-Sook Han,Jeoung, Eun Hee,Kreevoy, Maurice M.
, p. 2722 - 2728 (2007/10/03)
Rate and equilibrium constants for hydride transfer from a series of 1,3-dimethyl-2-substituted phenylbenzimidazolines to a pyridinium ion, a quinolinium ion, and a phenanthridinium ion have been evaluated. Each oxidizing agent gives a linear Bronsted plot with slope, α. The α values vary systematically with the spontaniety of the reactions. They are in reasonable agreement with the predictions of modified Marcus theory. Their trend is very accurately predicted, showing a parallel (Leffler-Hammond) effect. These results make a multistep mechanism, involving high energy intermediates, very unlikely.