4.6 Article

Self-Assembly of Macrocyclic Boronic Esters Bearing Tellurophene Moieties and Their Guest-Responsive Phosphorescence

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 36, Pages 8479-8483

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201901319

Keywords

boronic esters; host-guest systems; phosphorescence; supramolecular chemistry; tellurophene

Funding

  1. JSPS [15H05800]
  2. NSERC of Canada
  3. Canada Foundation for Innovation
  4. University of Alberta, Faculty of Science
  5. German Research Foundation (Deutsche Forschungsgemeinschaft DFG) [HU 2512/1-1]
  6. Japan Society for the Promotion of Science (JSPS)
  7. Grants-in-Aid for Scientific Research [15H05800] Funding Source: KAKEN

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Guest-controlled diastereoselective self-assembly of a diboryltellurophene and a chiral tetrol bearing an indacene backbone was achieved to give either hetero- or homochiral macrocyclic boronic esters, selectively. The heterochiral isomer (hetero-[2+2](Te)) exhibited a higher inclusion ability for electron-deficient aromatic guests, leading to effective quenching of phosphorescence from the diboryltellurophene moieties. The reported macrocycles collectively represent a promising arene sensing approach based on phosphorescence.

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