Ren, Yansong; Kravchenko, Oleksandr; Ramstroem, Olof published the article 《Configurational and Constitutional Dynamics of Enamine Molecular Switches》. Keywords: enamine mol switche configurational constitutional dynamic; constitutional; dynamic; enamine; responsive; switch.They researched the compound: H-Trp-OMe.HCl( cas:7524-52-9 ).Quality Control of H-Trp-OMe.HCl. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:7524-52-9) here.
Dual configurational and constitutional dynamics in systems based on enamine mol. switches has been systematically studied. pH-responsive moieties, such as 2-pyridyl and 2-quinolinyl units, were required on the “”stator”” part, also providing enamine stability through intramol. hydrogen-bonding (IMHB) effects. Upon protonation or deprotonation, forward and backward switching could be rapidly achieved. Extension of the stator π-system in the 2-quinolinyl derivative provided a higher E-isomeric equilibrium ratio under neutral conditions, pointing to a means to achieve quant. forward/backward isomerization processes. The “”rotor”” part of the enamine switches exhibited constitutional exchange ability with primary amines. Interestingly, considerably higher exchange rates were observed with amines containing ester groups, indicating potential stabilization of the transition state through IMHB. Acids, particularly BiIII, were found to efficiently catalyze the constitutional dynamic processes. In contrast, the enamine and the formed dynamic enamine system showed excellent stability under basic conditions. This coupled configurational and constitutional dynamics expands the scope of dynamic C-C and C-N bonds and potentiates further studies and applications in the fields of mol. machinery and systems chem.
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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem