Title of article :
The dynamic covalent chemistry of mono- and bifunctional boroxoaromatics
Author/Authors :
Lyndsey M. Greig، نويسنده , , Alexandra M.Z Slawin، نويسنده , , Melanja H. Smith، نويسنده , , Douglas Philp، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2007
Abstract :
10-Hydroxy-10,9-boroxophenanthrene reacts rapidly and reversibly with both benzylic and alkane diols in non-polar solvents. The formation of 2:1 adducts between the boroxoaromatic and the diols is favoured. The diol component of the adduct can be exchanged readily and rapidly by treatment of the boroxoaromatic–diol adduct with an alternative diol in solution at room temperature. This reversible covalent chemistry would appear to be ideal for the dynamic assembly of more complex superstructures. However, attempts to extend this dynamic equilibrium to the assembly of macrocycles using the bifunctional boroxoaromatic 5,9-dihydroxy-5,9-dibora-4,10-dioxopyrene failed as a result of changes in the reactivity of the boron centre in the bifunctional boron-containing compound.
Keywords :
Self-assembly , Aromatic compounds , molecular recognition , Dynamic covalent chemistry , Reversible reactions
Journal title :
Tetrahedron
Journal title :
Tetrahedron