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

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 ele...

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Bibliographic Details
Published in:Chemistry : a European journal 2019-06, Vol.25 (36), p.8479-8483
Main Authors: Takahashi, Kohei, Shimo, Shunsuke, Hupf, Emanuel, Ochiai, Junichi, Braun, Christina A., Torres Delgado, William, Xu, Letian, He, Gang, Rivard, Eric, Iwasawa, Nobuharu
Format: Article
Language:English
Subjects:
Assembly
Bearing
boronic esters
Chemistry
Esters
host–guest systems
Phosphorescence
Stereoselectivity
supramolecular chemistry
tellurophene
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Summary: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. 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 (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201901319