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Compression of 1,ω‐Diammonio‐oligo(ethylene glycol) Chains within the “Pyrene Box”
Author(s) -
Dumitrescu Dan G.,
Feng WeiXu,
Legrand YvesMarie,
Petit Eddy,
van der Lee Arie,
Barboiu Mihail
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700397
Subject(s) - ethylene glycol , pyrene , supramolecular chemistry , crystallography , chemistry , side chain , materials science , alkane , polymer chemistry , polymer , crystal structure , organic chemistry , hydrocarbon
The compressed conformations and degree of coiling of 1,ω‐diammonio‐oligo(ethylene glycol) (OEG) guests have been determined within the internal space of crystalline pyrene box host capsules. It was observed that the longest OEG chains have the tendency to fold in on themselves inside this confined medium. The phenomenon was observed in solution by NMR spectroscopy, and structural proof has been provided by single‐crystal X‐ray diffraction. The overall supramolecular spatial arrangement of the “pyrene box” system incorporating OEGs remains relatively unchanged compared with previously reported cages encapsulating alkane chains. However, some structural and dimensional variations/adaptations to accommodate coiled OEG guests of different sizes and shapes can be observed.