Journal
INORGANIC CHEMISTRY
Volume 47, Issue 23, Pages 11071-11083Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ic801354y
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Funding
- Korea Research Foundation [KRF-2005-003-C00100]
- Korean Government (MOEHRD, Basic Research Promotion Fund)
- Korea Science and Engineering Foundation (KOSEF) [R01-2008-000-12388-0]
- Korean Government (MOST)
- KAIST [GK02100, G10K080]
- BK 21 Project
- Korea Science Academy (Pusan, South Korea) [NN4880M, NC4066U]
- Rad. Appl. Research Div., KAERI, Jeongeup-si, Rep. of Korea [NN49810]
- National Research Foundation of Korea [과06A1506, R01-2008-000-12388-0, 2005-003-C00100] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
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We report 16 novel species and 8 molecular structures in studying how meso-thienyl-substituted dipyrrole oxidation, bromination, and metal ion binding impart optical changes, as monitored by UV-vis absorption/emission spectroscopy. Treatment of 4,4-difluoro-8-(3-benzothienyl)-4-bora-3a,4a-diaza-s-indacene (phi(F) = 0.19) with m-CPBA gives selective S-dioxidation (phi(F) = 0.006). Results of titrations of transition metal- and scorpionate-like dipyrrin species varied under room temperature treatment of m-CPBA. Ni-(thienyl-dipyrrin), (n = 2) degraded significantly in the presence of m-CPBA, whereas related species (M = Cu, Fe, Co; n = 2, 3) were inert. meso-Thienyl group properties were revealed through the use of 3,4,4-triphenyl-8-(thienyl)-4-bora-3a,4a-diaza-s-indacene; Cu2+ addition resulted in smooth absorption decreases which were modeled to support 1:1 substrate: M2+ binding; for Hg2+ 1:2 substrate: M2+ binding was found. Treatment of 4,4-difluoro-8-(2,5-dibromo-3-thienyl)-4-bora-3a, 4a-diaza-s-indacene with Br-2 gave red-shifted UV-vis absorption band features that grow with increasing dipyrrin bromination. Structures of the di- and tetra-substituted bromination products were obtained.
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