ArticleChemical science2020
Enhancing the selectivity of prolinamide organocatalysts using the mechanical bond in [2]rotaxanes.
Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 36 citations in OpenAlex.
- Urea-Based [2]Rotaxanes as Effective Phase-Transfer Organocatalysts: Hydrogen-Bonding Cooperative Activation Enabled by the Mechanical Bond.Journal of the American Chemical Society · 2024Article
- Conjugated bis(enaminones) as effective templates for rotaxane assembly and their post-synthetic modifications.Communications chemistry · 2024Article
- Kinetically controlled synthesis of rotaxane geometric isomers.Chemical science · 2024Article
- Mechanically Planar-to-Point Chirality Transmission in [2]Rotaxanes.Journal of the American Chemical Society · 2024Article
- Two Squares in a Barrel: An Axially Disubstituted Conformationally Rigid Aliphatic Binding Motif for Cucurbit[6]uril.The Journal of organic chemistry · 2023Article
- A light-gated regulation of the reaction site by a cucurbit[7]uril macrocycle.Chemical science · 2022Article
- Dynamic network of intermolecular interactions in metal-organic frameworks functionalized by molecular machines.Science advances · 2022Article
- Controlling catalyst activity, chemoselectivity and stereoselectivity with the mechanical bond.Nature reviews. Chemistry · 2022Review
- Self-Assembly of Stimuli-Responsive [2]Rotaxanes by Amidinium Exchange.Journal of the American Chemical Society · 2021Article
- Spin-labelled mechanically interlocked molecules as models for the interpretation of biradical EPR spectra.Chemical science · 2021Article
- Functional Rotaxanes in Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- Cyclization of interlocked fumaramides into β-lactams: experimental and computational mechanistic assessment of the key intercomponent proton transfer and the stereocontrolling active pocket.Chemical science · 2020Article
Corrections and comments
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Authors and funding
6 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The synthesis of a pair of switchable interlocked prolinamides and their use as organocatalysts in three different enamine-activated processes are reported. A diacylaminopyridine moiety was incorporated into the thread for directing [2]rotaxane formation further allowing the association of complementary small molecules. The rotaxane-based systems were tested as organocatalysts in asymmetric enamine-mediated processes, revealing a significantly improved catalytic ability if compared with the non-interlocked thread. The presence of an electron-withdrawing nitro group at the macrocycle helps to achieve high conversions and enantioselectivities. These systems are able to interact with
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.