Literature DB >> 12659583

Effect of a cationic guest on the characteristics of the molecular capsule of resorcinarene: a diffusion NMR study.

Liat Avram1, Yoram Cohen.   

Abstract

[reaction: see text] NMR diffusion measurements were used to probe the differences in the characteristics of the hexameric capsule of [c]-undecane resorcin[4]arene (1b) in a CDCl(3) solution in the absence and presence of tetrahexylammonium bromide (THABr). It was found that the nonencapsulated THABr forms a 1:1 complex with 1b, which is in fast exchange with its constituents. We found that water molecules seem not to participate in the construction of the THABr hexameric capsule of 1b in a CDCl(3) solution, in contrast to the finding in the absence of THABr, where the major species in CDCl(3) seems to be [(1b)(6)(H(2)O)(8)].

Entities:  

Year:  2003        PMID: 12659583     DOI: 10.1021/ol034156q

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


  6 in total

1.  Resorcinarenes are hexameric capsules in solution.

Authors:  Tamar Evan-Salem; Inbal Baruch; Liat Avram; Yoram Cohen; Liam C Palmer; Julius Rebek
Journal:  Proc Natl Acad Sci U S A       Date:  2006-08-07       Impact factor: 11.205

2.  To catalyze or not to catalyze: elucidation of the subtle differences between the hexameric capsules of pyrogallolarene and resorcinarene.

Authors:  Qi Zhang; Lorenzo Catti; Ville R I Kaila; Konrad Tiefenbacher
Journal:  Chem Sci       Date:  2016-11-15       Impact factor: 9.825

3.  Mechanically induced pyrogallol[4]arene hexamer assembly in the solid state extends the scope of molecular encapsulation.

Authors:  Sara N Journey; Kristine L Teppang; Cesar A Garcia; Shaylyn A Brim; David Onofrei; J Bennett Addison; Gregory P Holland; Byron W Purse
Journal:  Chem Sci       Date:  2017-09-25       Impact factor: 9.825

4.  Just Add Water: Modulating the Structure-Derived Acidity of Catalytic Hexameric Resorcinarene Capsules.

Authors:  David A Poole; Simon Mathew; Joost N H Reek
Journal:  J Am Chem Soc       Date:  2021-09-30       Impact factor: 15.419

5.  Optimized iminium-catalysed 1,4-reductions inside the resorcinarene capsule: achieving >90% ee with proline as catalyst.

Authors:  Daria Sokolova; Konrad Tiefenbacher
Journal:  RSC Adv       Date:  2021-07-14       Impact factor: 4.036

6.  Anion-Based Self-assembly of Resorcin[4]arenes and Pyrogallol[4]arenes.

Authors:  Monika Chwastek; Piotr Cmoch; Agnieszka Szumna
Journal:  J Am Chem Soc       Date:  2022-03-11       Impact factor: 15.419

  6 in total

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