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Pseudopolymorphism of Aliphatic Amine/4‐ tert ‐Butylcalix[4]arene Inclusion Compounds: Supramolecular Stabilization as a Route to Polar Clusters and Layers
Author(s) -
Brown Philip O.,
Udachin Konstantin A.,
Enright Gary D.,
Ripmeester John A.
Publication year - 2006
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200600434
Subject(s) - supramolecular chemistry , van der waals force , calixarene , chemistry , polar , inclusion (mineral) , amine gas treating , solid state , crystallography , stereochemistry , supramolecular assembly , molecule , organic chemistry , mineralogy , physics , astronomy
Abstract 4 ‐tert ‐Butylcalix[4]arene (4tBC4A) is a versatile host capable of forming a variety of 1:1 and 2:1 inclusion compounds typically stabilized through van der Waals interactions. Preliminary studies in our group have demonstrated that inclusion of n ‐butylamine in 4tBC4A results in a series of pseudopolymorphic inclusion compounds, including a new 3:1 inclusion motif. Using a combination of SCXRD, TGA, solid state NMR, and PXRD, we now elaborate upon the relationship between these pseudopolymorphs. We also demonstrate that larger amines demonstrate a similar degree of pseudopolymorphism, allowing for the production of customized materials using self‐assembly guided by competing weak forces. Finally, we comment on the structural implications of the relative dominance such forces in the formation of calixarene‐based supramolecular frameworks.