1.
J Org Chem
; 72(23): 8831-7, 2007 Nov 09.
Article
in English
| MEDLINE
| ID: mdl-17927254
ABSTRACT
A novel methodology for the synthesis of bis-crown ethers has been developed. The preparative route takes advantage of an efficient single electron transfer promoted photomacrocyclization reaction of polyether branched bisphthalimides which contain alpha-trimethylsilylmethyl groups at terminal positions. The generality of the methodology was demonstrated by its application to the synthesis of symmetric and unsymmetric bis-crown ethers of various ring sizes. Finally, the metal cation binding and fluorescence emission properties of the bis-crowns, prepared by using the developed procedure, were briefly explored.