4.8 Article

A Pyrrolyl-Based Triazolophane: A Macrocyclic Receptor With CH and NH Donor Groups That Exhibits a Preference for Pyrophosphate Anions

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 40, Pages 14058-14060

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja107098r

Keywords

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Funding

  1. National Institutes of Health [GM58907]
  2. National Science Foundation [0749571, 0741973]
  3. WCU (World Class University [R32-2008-000-10217-0]
  4. Ministry of Education, Science & Technology (MoST), Republic of Korea [R32-2008-000-10217-0] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
  5. Direct For Mathematical & Physical Scien
  6. Division Of Chemistry [741973] Funding Source: National Science Foundation
  7. Division Of Chemistry
  8. Direct For Mathematical & Physical Scien [0749571] Funding Source: National Science Foundation

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A pyrrolyl-based triazolophane, incorporating CH and NH donor groups, acts as a receptor for the pyrophosphate anion in chloroform solution. It shows selectivity for this trianion, followed by HSO4- > H2PO4- > Cl- > Br- (all as the corresponding tetrabutylammonium salts), with NH-anion interactions being more important than CH-anion interactions. In the solid state, the receptor binds the pyrophosphate anion in a clip-like slot via NH and CH hydrogen bonds.

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