Literature DB >> 35040543

Anion-π Catalysis Enabled by the Mechanical Bond.

John R J Maynard1, Bartomeu Galmés2, Athanasios D Stergiou3, Mark D Symes3, Antonio Frontera2, Stephen M Goldup1.   

Abstract

We report a series of rotaxane-based anion-π catalysts in which the mechanical bond between a bipyridine macrocycle and an axle containing an NDI unit is intrinsic to the activity observed, including a [3]rotaxane that catalyses an otherwise disfavoured Michael addition in >60 fold selectivity over a competing decarboxylation pathway that dominates under Brønsted base conditions. The results are rationalized by detailed experimental investigations, electrochemical and computational analysis.
© 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.

Entities:  

Keywords:  Anion-π Catalysis; DFT Calculations; Mechanical Bonds; Rotaxanes; Supramolecular Chemistry

Year:  2022        PMID: 35040543      PMCID: PMC9303940          DOI: 10.1002/anie.202115961

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   16.823


  115 in total

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  1 in total

1.  Anion-π Catalysis Enabled by the Mechanical Bond.

Authors:  John R J Maynard; Bartomeu Galmés; Athanasios D Stergiou; Mark D Symes; Antonio Frontera; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2022-02-03       Impact factor: 16.823

  1 in total

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