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Pseudorotaxanes Formed Between Secondary Dialkylammonium Salts and Crown Ethers
Author(s) -
Ashton Peter R.,
Chrystal Ewan J. T.,
Glink Peter T.,
Menzer Stephan,
Schiavo Cesare,
Spencer Neil,
Stoddart J. Fraser,
Tasker Peter A.,
White Andrew J. P.,
Williams David J.
Publication year - 1996
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.19960020616
Subject(s) - chemistry , hexafluorophosphate , crown ether , polymer chemistry , aryl , 18 crown 6 , hydrogen bond , stoichiometry , host–guest chemistry , molecule , organic chemistry , supramolecular chemistry , ion , alkyl , ionic liquid , catalysis
A very simple self‐assembling system, which produces inclusion complexes with pseudorotaxane geometries, is described. The self‐assembly of eight pseudorotaxanes with a range of stoichiometries–1:1, 1:2, 2:1, and 2:2 (host:guest)–has been achieved. These pseudorotaxanes self‐assemble from readily available components–well‐known crown ethers, such as dibenzo[24]crown‐8 and bis‐ p ‐phenylene[34]crown‐10, and secondary dialkylammonium hexafluorophosphate salts, such as (PhCH 2 ) 2 NH + 2 PF − 6 and ( n Bu) 2 NH + 2 PF − 6 –and have been characterized not only in the solid state, but also in solution and in the “gas phase”. The pseudorotaxanes are stabilized largely by hydrogen‐bonding interactions and, in some instances, by aryl‐aryl interactions.