Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 10, Pages 2690-2696Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00481j
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Funding
- Spanish Ministry of Science and Innovation [PID2020-113686GB-I00/MICINN/AEI/10.13039/501100011033]
- Fundacion Seneca-CARM [20811/PI/18]
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The catalytic activity of degenerate succinamide-based [2]rotaxanes can be modulated by changes at their macrocyclic component. The variation in catalytic efficiency is correlated with the electronics and dynamics of the entwined macrocycle.
The modulation of the catalytic activity of degenerate succinamide-based [2]rotaxanes by changes at their macrocyclic component is disclosed herein. These systems, bearing an acyclic secondary amine function at the thread as the active site and incorporating different polyamide macrocycles, were evaluated as organocatalysts in iminium- and enamine-type processes. The results of kinetic studies clearly show a drastic variation of their catalytic efficiency, which apparently correlated with the electronics and dynamics of the entwined macrocycle.
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