Literature DB >> 31670524

Adjusting the Dynamism of Covalent Imine Chemistry in the Aqueous Synthesis of Cucurbit[7]uril-based [2]Rotaxanes.

Iago Neira1, Arturo Blanco-Gómez1, José M Quintela1, Carlos Peinador1, Marcos D García1.   

Abstract

The self-assembly of [2]rotaxane has been achieved in aqueous media at pD 4 by the simultaneous threading into CB[7] of an appropriate axle ended with acyl hydrazine groups and its concurrent capping with two molecules of a triphenylphosphonium aldehyde as stoppers. The dynamism of the rotaxane has been demonstrated under acidic conditions and can be diminished by solvent swapping, pH modulation, or, surprisingly, the removal of the carbonyl groups on the axle.

Entities:  

Year:  2019        PMID: 31670524     DOI: 10.1021/acs.orglett.9b03377

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  CB[7]- and CB[8]-Based [2]-(Pseudo)rotaxanes with Triphenylphosphonium-Capped Threads: Serendipitous Discovery of a New High-Affinity Binding Motif.

Authors:  Iago Neira; Carlos Peinador; Marcos D García
Journal:  Org Lett       Date:  2022-05-06       Impact factor: 6.072

2.  Ultramacrocyclization in water via external templation.

Authors:  Qiong Chen; Ye Lei; Guangcheng Wu; Qing Li; Yuanjiang Pan; Hao Li
Journal:  Chem Sci       Date:  2022-01-05       Impact factor: 9.825

  2 in total

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