Calix[4]arene-excimer-based chemosensors for metal ion recognition

ORGN 14

Maryna G. Gorbunova1, Gilbert M. Brown, browngm1@ornl.gov2, Gudrun Goretzki, goretzkig@ornl.gov2, Radu Custelcean, custelceanr@ornl.gov1, Peter V. Bonnesen2, and Reza Dabestani, dabestanir@ornl.gov1. (1) Oak Ridge National Laboratory, Oak Ridge, TN 37831-6119, (2) Chemical Sciences Division, Oak Ridge National Laboratory, P. O. Box 2008, Oak Ridge, TN 37831-6119
Fluorescent chemosensors capable of metal ion selective recognition have potential application in many different fields, including chemistry, biology, and medicine. Pyrenes are one of the most useful reporter groups because of their relatively efficient excimer formation. Calix[4]arenes with appropriate appended groups have been shown to be highly selective as recognition agents for metal cation complexation. Recently, we have reported the synthesis of new pyrene-appended calix[4]arenes in the cone conformation. Herein we describe new 1,3-alt-calix[4]arene crownether ligands in which pyrene-pyrene interactions are exploited for sensing purposes. Fluorescence spectra of both cone and 1,3-alternate calix[4]arene free ligands, their similarities, and differences as well as their metal ion complexes will be discussed.

 

Molecular Recognition and Self-Assembly
8:00 AM-12:00 PM, Sunday, 28 August 2005 Washington DC Convention Center -- 201, Oral

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005