2,5-PRODAN: synthesis and properties

• DOI: 10.1039/c0pp00377h
• Publication Date: 2011-02-01T09:44:52Z
• Authors: Christopher J. Abelt; Tao Sun; Renata K. Everett
• Keywords: Solvatochromism; Quantum yield

The preparations of 1-(6-(dimethylamino)naphthalen-1-yl)propan-1-one (2,5-PRODAN, 2) and 7-(dimethylamino)-2,3-dihydrophenanthren-4(1H)-one 3 are described. The photophysical properties of these compounds are characterized and compared with those of PRODAN. Both compounds show solvatochromism that is similar in magnitude to PRODAN with a quantum yield that is nearly one order of magnitude smaller. Emission occurs from a locally excited (LE) state with charge-transfer character. There is no internal conversion to a different charge-transfer state as is seen in PRODAN.