Wu Jia-Sheng, Hwang In-Chul, Kim Kwang S, Kim Jong Seung
Department of Chemistry, Dankook University, Seoul 140-714, Korea.
Org Lett. 2007 Mar 1;9(5):907-10. doi: 10.1021/ol070109c. Epub 2007 Feb 8.
[reaction: see text] N-(Rhodamine-6G)lactam-N'-phenylthiourea-ethylenediamine (1) was developed as a fluorescent and colorimetric chemodosimeter in aqueous solution with a broad pH span (5 approximately 10) and high selectivity toward Hg2+ but no significant response toward other competitive cations, such as Fe2+, Co2+, Ni2+, Cu2+, Zn2+, Pb2+, Cd2+, Ca2+, Mg2+, K+, Na+, etc. The Hg2+-promoted ring opening of spirolactam of the rhodamine moiety induced cyclic guanylation of the thiourea moiety, which resulted in the dual chromo- and fluorogenic observation (OFF-ON).
[反应:见正文] N-(罗丹明-6G)内酰胺-N'-苯基硫脲-乙二胺(1)被开发为一种荧光和比色化学传感器,用于水溶液中,具有较宽的pH范围(5至10),对Hg2+具有高选择性,而对其他竞争性阳离子如Fe2+、Co2+、Ni2+、Cu2+、Zn2+、Pb2+、Cd2+、Ca2+、Mg2+、K+、Na+等无明显响应。罗丹明部分的螺内酰胺的Hg2+促进的开环诱导了硫脲部分的环化胍基化,从而导致双色和荧光观察(关闭-开启)。