Formal substitution of the oxygen atom of an iso-tellurazole -oxide with deprotonated (, , and )-hydroxyphenyl groups generated molecules that readily aggregate through Te···O chalcogen bonding (ChB) interactions. The molecules undergo autoassociation in solution, as shown by variable temperature (VT) H NMR experiments and paralleling the behavior of iso-tellurazole -oxides. Judicious adjustment of crystallization conditions enabled the isolation of either polymeric or macrocyclic aggregates. Among the latter, the compound assembled a calixarene-like trimer, while the isomer built a macrocyclic tetramer akin to a molecular square. The Te···O ChB distances in these structures range from 2.13 to 2.17 Å, comparable to those in the structures of iso-tellurazole -oxides. DFT calculations estimate that the corresponding Te···O ChB energies are between -122 and -195 kJ mol in model dimers and suggest that macrocyclic aggregation enhances these interactions.
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An Unusual Macrocyclic Hexamer of an Iso-Tellurazole N-Oxide Featuring CTe O Chalcogen Bonds is Formed by κ -O Complexation to Fe(II) and Ni(II).
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Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, Ontario, L8S 4M1, Canada.
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Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, Ontario, Canada L8S 4M1.
Formal substitution of the oxygen atom of an iso-tellurazole -oxide with deprotonated (, , and )-hydroxyphenyl groups generated molecules that readily aggregate through Te···O chalcogen bonding (ChB) interactions. The molecules undergo autoassociation in solution, as shown by variable temperature (VT) H NMR experiments and paralleling the behavior of iso-tellurazole -oxides. Judicious adjustment of crystallization conditions enabled the isolation of either polymeric or macrocyclic aggregates.
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Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, L8S 4 M1, Hamilton, Ontario, Canada.
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McMaster University, Department of Chemistry and Chemical Biology, 1280 Main Street West, Hamilton, Ontario, Canada L8S 4M1.
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Department of Chemistry and Chemical Biology, McMaster University, 1280 Main Street West, Hamilton, Ontario, Canada L8S 4M1.
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