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Guest recognition in a partially bridged deep cavitand.

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 ?H and ?S but result in only small differences in ?G of complexation. The bridges increase the activation barrier for guest dissociation and lead to complexes with enhanced kinetic stability.

SUBMITTER: Busseron E

PROVIDER: S-EPMC2966534 | biostudies-literature | 2010 Nov

REPOSITORIES: biostudies-literature

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Guest recognition in a partially bridged deep cavitand.

Busseron Eric E Rebek Julius J

Organic letters 20101101 21

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. ...[more]

PMID: 20923195

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