Guest dechlorination and covalent capture following photoexcitation of inclusion complexes in water.
Photoexcitation of complexes between cyclophane 1 and 1- or 2-chloronaphthalene in aqueous solution leads to rapid dechlorination of the guest, a reaction driven by electron transfer from host to excited guest. The main photoproducts contain a naphthyl group covalently attached to the host framework. The results may lead to new approaches for remediating water contaminated with chlorinated aromatic compounds.
Williamson
D A
DA
Department of Chemistry, University of Kansas, Lawrence 66045-0046, USA.
Barenberg
A M
AM
Coleman
C A
CA
Benson
D R
DR
D002713:Chlorine / Q000737:chemistry*; D004988:Ethers, Cyclic / Q000737:chemistry / Q000528:radiation effects*; D013058:Mass Spectrometry; D008968:Molecular Conformation / Q000528:radiation effects; D009281:Naphthalenes / Q000737:chemistry / Q000528:radiation effects*; D010777:Photochemistry / Q000379:methods; D010782:Photolysis / Q000528:radiation effects*; D010880:Piperidines / Q000737:chemistry / Q000528:radiation effects*; D014867:Water / Q000737:chemistry; D000097566:Cyclophanes
D002713:Chlorine; D004988:Ethers, Cyclic; D009281:Naphthalenes; D010880:Piperidines; D014867:Water; C121239:cyclophane 1; D000097566:Cyclophanes; C409928:2-chloronaphthalene; C031337:1-chloronaphthalene