Open AccessTriptycene walled glycoluril trimer: synthesis and recognition properties
Author(s) -
Sandra Zebaze Ndendjio,
Wenjin Liu,
Nicolas Yvanez,
Zihui Meng,
Peter Y. Zavalij,
Lyle Isaacs
Publication year - 2020
Publication title -
new journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.693
H-Index - 122
eISSN - 1369-9261
pISSN - 1144-0546
DOI - 10.1039/c9nj05336k
Subject(s) - chemistry , trimer , triptycene , molecular recognition , characterization (materials science) , ammonium , ion , stereochemistry , combinatorial chemistry , polymer chemistry , nanotechnology , molecule , organic chemistry , dimer , materials science
We report the synthesis of a new acyclic CB[n]-type host (1) that features a central glycoluril trimer capped by triptycene sidewalls. Host 1 has good solubility in water (≈ 3 mM) and does not undergo strong self-association (K s = 480 M -1 ). We probed the geometry of the complexes by analyzing the complexation induced changes in the 1 H NMR spectra and measured the complexation thermodynamics by isothermal titration calorimetry. The conformation of 1 and its packing in the solid state was revealed by single crystal x-ray diffraction measurements.