Highly Effective Hydrogen‐Bonding Receptors for Guanine Derivatives

Thomas W. Bell, Zheng Hou, Steven C. Zimmerman, Paul A. Thiessen

Research output: Contribution to journalArticle

Abstract

In the complexation of neutral organic molecules, preorganization of the receptors can play a crucial role, as studies on a new series of hydrogen‐bonding receptors demonstrate. The receptor shown in the complex on the right binds guanine derivatives in [D6]DMSO/CDCl3 (1/4) with a stability constant (Ka) greater than 1.9 × 105 M−1. In comparison, a complex with a more flexible host and the same number of primary hydrogen‐bonding sites is at least 4.1 kcalmol−1 less stable. (Figure Presented.)

Original languageEnglish (US)
Pages (from-to)2163-2165
Number of pages3
JournalAngewandte Chemie International Edition in English
Volume34
Issue number19
DOIs
StatePublished - Oct 16 1995

Keywords

  • Hydrogen bonds
  • Molecular recognition
  • Nucleosides

ASJC Scopus subject areas

  • Chemistry(all)

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