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Macrocycle Embrace: Encapsulation of Fluoroarenes by m ‐Phenylene Ethynylene Host
Author(s) -
Popov Ilya,
Chen TengHao,
Belyakov Sergey,
Daugulis Olafs,
Wheeler Steven E.,
Miljanić Ognjen Š.
Publication year - 2015
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.201406073
Subject(s) - isostructural , crystallography , phenylene , chemistry , solid state , stereochemistry , ring (chemistry) , polymer chemistry , crystal structure , polymer , organic chemistry
We report structural characterization of a new member of m‐ phenylene ethynylene ring family. This shape‐persistent macrocycle also co‐crystallizes with hexafluoro‐, 1,2,4,5‐tetrafluoro‐, 1,3,5‐trifluoro, and 1,4‐difluorobenzene. The four complexes are almost isostructural, and all show the fluoroarene included into the central cavity of the macrocycle. Characterized by multiple short CH⋅⋅⋅FC contacts, these inclusion complexes further dimerize in the solid state into a 2+2 assembly, in which the two macrocycles embrace each other by their large hydrophobic groups that are rotated by 60° relative to one another.