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2016 ; 7
(ä): 11299
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Supramolecular macrocycles reversibly assembled by Te(?)O chalcogen bonding
#MMPMID27090355
Ho PC
; Szydlowski P
; Sinclair J
; Elder PJ
; Kübel J
; Gendy C
; Lee LM
; Jenkins H
; Britten JF
; Morim DR
; Vargas-Baca I
Nat Commun
2016[Apr]; 7
(ä): 11299
PMID27090355
show ga
Organic molecules with heavy main-group elements frequently form supramolecular
links to electron-rich centres. One particular case of such interactions is
halogen bonding. Most studies of this phenomenon have been concerned with either
dimers or infinitely extended structures (polymers and lattices) but well-defined
cyclic structures remain elusive. Here we present oligomeric aggregates of
heterocycles that are linked by chalcogen-centered interactions and behave as
genuine macrocyclic species. The molecules of 3-methyl-5-phenyl-1,2-tellurazole
2-oxide assemble a variety of supramolecular aggregates that includes cyclic
tetramers and hexamers, as well as a helical polymer. In all these aggregates,
the building blocks are connected by Te(?)O-N bridges. Nuclear magnetic resonance
spectroscopic experiments demonstrate that the two types of annular aggregates
are persistent in solution. These self-assembled structures form coordination
complexes with transition-metal ions, act as fullerene receptors and host small
molecules in a crystal.