Probing the solvent-induced tautomerism of a redox-active ureidopyrimidinone

Probing the solvent-induced tautomerism of a redox-active ureidopyrimidinone.

A ferrocene-functionalised ureidopyrimidinone has been synthesised that can signal the solvent-induced tautomerism of the dimeric 4[1H]-pyrimidinone form to the monomeric 6[1H]-pyrimidinone form.

Tautomerism of isoguanosine and solvent-induced keto-enol equilibrium.

Ultraviolet and infrared absorption spectroscopy, in aqueous and non-aqueous media, have been employed to study the tautomerism of 9-substituted isoguanines, including the nucleoside isoguanosine. With the aid of a series of model compounds, it was shown that 9-substituted isoguanines, and isoguanosine, in aqueous medium are predominantly in the form N (1) H, 2-keto-6-amino. In dioxane solution...

PROBING THE ACTIVE SITE OF RHODANESE WITH DISULFIDE REAGENTS

Probing keto-enol tautomerism using photoelectron spectroscopy.

We theoretically investigate the mechanism of tautomerism in the gas-phase acetylacetone molecule. The minimum energy path between the enolone and diketo forms has been computed using the Nudged-Elastic Band (NEB) method within the density-functional theory (DFT) using the projector augmented-wave method and generalized gradient approximation in Perdew-Wang (PW91) parametrization. The lowest tr...

Chiral cooperativity and solvent-induced tautomerism effects in electronic circular dichroism spectra of [2.2]paracyclophane ketimines.

[2.2]Paracyclophanes with chiral ketimine side chains constitute a class of highly versatile and enantioselective ligands for catalytic carbon-carbon bond forming reactions. Proper matching of the side chain and [2.2]paracyclophane configurations induces chiral cooperativity, which is key to high selectivities. Here we show that the absolute configuration of both chirotropic elements may be ful...