Zhaohua Dai Department of Chemistry and Physical Sciences

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Multimode Selective Detection of Mercury by Chiroptical Fluorescent Sensors Zhaohua Dai Department of Chemistry and Physical Sciences Pace University 242nd ACS National Meeting, Denver 08/28/2011

Mercury Pollution

Minamata Tragedy: Mercury

S-containing Fluorescent Hg(II) Sensors 1, Li(I); 2, Na(I); 3, Rb(I); 4, Mg(II); 5, Ca(II); 6, Sr(II); 7, Ba(II); 8, Cr(III); 9, Mn(II); 10, Fe(II); 11, Co(II); 12, Ni(II); 13, Cu(II); 14, Zn(II); 15, Cd(II); 16, Hg(II); 17, Pb(II) E. M. Nolan, S. J. Lippard J. AM. CHEM. SOC. 2003, 125, 14270-14271

Chiral Fluorescent Probes for Hg2+ Higher Selectivity against Zn2+/Cu2+ Stereochemical Control 2. Better contrast Fertile Optical Information: Differential Circularly Polarized Fluorescence Excitation (CPE) 5

1st Generation

UV Hg-Sensing by MethBQA in CH3CN Sensor: 10 mM

Fluorescence Hg-Sensing by MethBQA in CH3CN

CD Hg-Sensing by MethBQA in CH3CN

UV Hg-Sensing by MethBQA in 7:3 H2O/CH3CN

Fluorescence Hg-Sensing by MethBQA in 7:3 H2O/CH3CN

Fluorescence Hg-Sensing by MethBQA in 7:3 H2O/CH3CN

CD Hg-Sensing by CysBQA in 7:3 H2O/CH3CN Kd, Hg= 4.7 ×10-7 M Kd, Zn= 1.7 ×10-6 M.

CD Response of CysBQA to Other Metal Ions

Mechanism of Different CD Responses

Multimode Selective Detection Chirality, in press

2nd Generation Sensors We intend to use these ligands to further develop CPE. 18

3rd Generation

Acknowledgements Patrick Carney Amanda Mickley Wenyao Nick Zhang Nikhil Khosla Layanne Valdez Tahshee Washington Cho Tan Christine Toledo Maykel Khilla Steven Lopez (NYU) Kirill Grinberg (Midwood High) Jennifer Lee (NYU) Michael Isaacman Prof. James Canary (NYU) Research Corporation for Science Advancement Petroleum Research Fund Pace University (Scholarly Research Fund, Kenan Fund, etc)