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A Pyrrolyl-Based Triazolophane: A Macrocyclic Receptor With CH and NH Donor Groups That Exhibits a Preference for Pyrophosphate Anions
J. Am. Chem. Soc. (2010)
  • Jonathan L. Sessler, The University of Texas at Austin
  • Jiajia Cai, The University of Texas at Austin
  • Han-Yuan Gong, The University of Texas at Austin
  • Xiaoping Yang, The University of Texas at Austin
  • Jonathan Arambula, The University of Texas at Austin
  • Benjamin P. Hay, The University of Texas at Austin
Abstract
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.
Keywords
  • Chemistry,
  • Triazolophane,
  • Pyrrolyl-based triazolophane,
  • Pyrophosphate anions
Disciplines
Publication Date
September 20, 2010
DOI
10.1021/ja107098r
Citation Information
Jonathan L. Sessler, Jiajia Cai, Han-Yuan Gong, Xiaoping Yang, et al.. "A Pyrrolyl-Based Triazolophane: A Macrocyclic Receptor With CH and NH Donor Groups That Exhibits a Preference for Pyrophosphate Anions" J. Am. Chem. Soc. Vol. 132 Iss. 40 (2010) p. 14058 - 14060
Available at: http://works.bepress.com/jonathan-arambula/8/