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] ) 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.

1,2-Dihydro-1-hydroxy-2,3,1-benzodiazaborine Bearing an Acridine Moiety as a Circular Dichroism Probe for Determination of Absolute Configuration of Mono-Alcohols.

A new chiral probe molecule for mono-alcohols is developed by using 1,2-dihydro-1-hydroxy-2,3,1-benzodiazaborine (DAB) bearing an acridine moiety 1. In the presence of mono-alcohols, DAB 1 forms borate 2 by boronic ester formation, followed by coordination of the acridine moiety to the boron atom. Borate 2 has a chiral center on the boron atom and works as a stereodynamic circular dichroism (CD) probe molecule for chiral mono-alcohols based on the π-π interaction between the acridine moiety and the carbon-carbon unsaturated moiety on mono-alcohols.

Dynamic Interconversion between Boroxine Cages Based on Pyridine Ligation.

Dynamic interconversion between large covalent organic cages was achieved simply by heating or acid/base treatment. A mixture of the boroxine cages 12-mer and 15-mer was cleanly converted into a pyridine adduct of the 9-mer boroxine cage upon treatment with pyridine, and the geometry of N-coordinated boron atoms changed from trigonal to tetrahedral. The reverse reaction was achieved by heating or acid treatment.