Literature DB >> 20923195

Guest recognition in a partially bridged deep cavitand.

Eric Busseron1, Julius Rebek.   

Abstract

The synthesis of a new deep cavitand partially bridged via disulfide bonds is described. Its thermodynamic and kinetic complexation parameters are compared with those of an unbridged analogue. The disulfide bridges cause deviations in ΔH and ΔS but result in only small differences in ΔG of complexation. The bridges increase the activation barrier for guest dissociation and lead to complexes with enhanced kinetic stability.

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Year:  2010        PMID: 20923195      PMCID: PMC2966534          DOI: 10.1021/ol101980f

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


  11 in total

1.  Well-defined, organic nanoenvironments in water: the hydrophobic effect drives a capsular assembly.

Authors:  Corinne L D Gibb; Bruce C Gibb
Journal:  J Am Chem Soc       Date:  2004-09-22       Impact factor: 15.419

2.  Kinetically stable complexes in water: the role of hydration and hydrophobicity.

Authors:  Shannon M Biros; Elke C Ullrich; Fraser Hof; Laurent Trembleau; Julius Rebek
Journal:  J Am Chem Soc       Date:  2004-03-10       Impact factor: 15.419

3.  Geometrically precisely defined multinanometer expansion/contraction motions in a resorcin[4]arene cavitand based molecular switch.

Authors:  Vladimir A Azov; Anna Schlegel; François Diederich
Journal:  Angew Chem Int Ed Engl       Date:  2005-07-18       Impact factor: 15.336

4.  Development of novel statistical potentials describing cation-pi interactions in proteins and comparison with semiempirical and quantum chemistry approaches.

Authors:  Dimitri Gilis; Christophe Biot; Eric Buisine; Yves Dehouck; Marianne Rooman
Journal:  J Chem Inf Model       Date:  2006 Mar-Apr       Impact factor: 4.956

5.  Container molecules with portals: Reversibly switchable cycloalkane complexation.

Authors:  Thomas Gottschalk; Bernhard Jaun; François Diederich
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

6.  A self-sorting scheme based on tetra-urea calix[4]arenes.

Authors:  Yuliya Rudzevich; Valentyn Rudzevich; Fabian Klautzsch; Christoph A Schalley; Volker Böhmer
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

7.  Self-folding cavitands: structural characterization of the induced-fit model.

Authors:  Agustí Lledó; Julius Rebek
Journal:  Chem Commun (Camb)       Date:  2010-02-05       Impact factor: 6.222

8.  Water-stabilized cavitands.

Authors:  Adel Rafai Far; Alexander Shivanyuk; Julius Rebek
Journal:  J Am Chem Soc       Date:  2002-03-27       Impact factor: 15.419

9.  Templation of the excited-state chemistry of alpha-(n-alkyl) dibenzyl ketones: how guest packing within a nanoscale supramolecular capsule influences photochemistry.

Authors:  Corinne L D Gibb; Arun Kumar Sundaresan; V Ramamurthy; Bruce C Gibb
Journal:  J Am Chem Soc       Date:  2008-03-06       Impact factor: 15.419

10.  Guest binding and orientation within open nanoscale hosts.

Authors:  Zachary R Laughrey; Corinne L D Gibb; Tangi Senechal; Bruce C Gibb
Journal:  Chemistry       Date:  2003-01-03       Impact factor: 5.236

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