A comparison of tetrathienyl-substituted boron-dipyrrin sensors: Colorimetric (pink-clear) Cu2+ indication with 3-(2-thienyl)-4,4-di(2-thienyl)-8-(3-thienyl)-4-bora-3a,4a-diaza-s-indacene

INOR 119

David G. Churchill, dchurchill@kaist.ac.kr1, Shin Hei Choi, shchoi@kaist.ac.kr1, Kibong Kim, kkb826@kaist.ac.kr1, and Keliang Pang2. (1) Department of Chemistry and School of Molecular Science (BK 21), Korea Advanced Institute of Science and Technology (KAIST), 373-1 Guseong-dong, Yuseong-gu, Daejeon, 305-701, South Korea, (2) Department of Chemistry, Columbia University, 3000 Broadway, New York
Rigid indacene-like “BODIPY”-type species are commonly used as fluorescent probes, dyes, and pigments in biological imaging and as molecular sensing components. We are investigating how novel multiple 2-/3-thienyl substitution imparts UV-vis absorption/emission differences. Thus, we have prepared 3-(thienyl)-4,4-di(thienyl)-8-(thienyl)-4-bora-3a,4a-diaza-s-indacenes with an interest in systematically discerning thienyl group cationic recognition capabilities, independent from the commonly used pyridyl groups in metal cation recognition. These boron-dipyrrin derivatives (pink solutions) were all treated with dilute concentrations of various metal species including Ca2+, Mn2+, Cu2+, Zn2+, Co2+, Cd2+, Pb2+ and Hg2+. Importantly the treatment of 3-(2-thienyl)-4,4-di(2-thienyl)-8-(3-thienyl)-4-bora-3a,4a-diaza-s-indacene with Cu2+ gives a clear solution only and this probe may be a promising component in optical sensing.
 

Characterization and Applications of Coordination Compounds
1:30 PM-5:50 PM, Sunday, August 19, 2007 BCEC -- 213, Oral

Division of Inorganic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007