Literature DB >> 15198573

A functionalized, deep cavitand catalyzes the aminolysis of a choline derivative.

Arnaud Gissot1, Julius Rebek.   

Abstract

The aminolysis of choline p-nitrophenyl carbonate is catalyzed with turnover by a deep cavitand bearing an introverted pyridone function. The synergy of action between the recognition of the guest in the binding pocket and the catalytic activity brought to bear by the pyridone is responsible for the high substrate specificity observed.

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Year:  2004        PMID: 15198573     DOI: 10.1021/ja049074r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  3 in total

Review 1.  Functional cavitands: chemical reactivity in structured environments.

Authors:  Byron W Purse; Julius Rebek
Journal:  Proc Natl Acad Sci U S A       Date:  2005-07-25       Impact factor: 11.205

2.  Reaction of isonitriles with carboxylic acids in a cavitand: observation of elusive isoimide intermediates.

Authors:  Per Restorp; Julius Rebek
Journal:  J Am Chem Soc       Date:  2008-08-13       Impact factor: 15.419

3.  Cavitands with mobile walls.

Authors:  Shengxiong Xiao; Dariush Ajami; Julius Rebek
Journal:  Org Lett       Date:  2009-08-06       Impact factor: 6.005

  3 in total

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