Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 7, Issue 7, Pages 1299-1303Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b818611a
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Funding
- National Natural Science Foundation of China [20536010, 20746003]
- Program of Shanghai Subject Chief Scientist and Shanghai Leading Academic Discipline Project [B507]
- National High Technology Research and Development Program of China (863 Program) [2006AA10A201]
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4,5-Diamino-1,8-naphthalimide (DNP)-based chemosensor H1 was designed and synthesized. Probe H1 specifically recognized Cu2+ ions in neutral aqueous solution. The capture of Cu2+ by the receptor resulted in deprotonation of the secondary amine conjugated to the 1,8-naphthalimide chromophore, so that the electron-donation ability of the N atom would be greatly enhanced; thus probe H1 showed a 50 nm red-shift in absorption (from 464 nm to 514 nm) and a large colorimetric response, it also exhibited an on-off fluorescent response. Specifically, H1 is a pH-independent sensor in the range of 6.0 to 12.0 and can be used as a probe for Cu2+ in strong basic conditions. These results opened up new possibilities for construction of red-shift colorimetric and fluorescent sensors.
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