One-Pot Conversion of Fluorophores to Phosphorophores

Facile, one-pot conversion of free base 5,10,15-tris­(pentafluorophenyl)­corrole, (H3)­tpfc, into the coinage metal complexes of 2,3,17,18-tetraiodo-5,10,15-tris­(pentafluorophenyl)­corrole, (I4-tpfc)­M (M = Cu, Ag, Au), is reported. The iodination/metalation procedures provide much higher yields an...

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Bibliographic Details
Published inOrganic letters Vol. 18; no. 22; pp. 5840 - 5843
Main Authors Soll, Matan, Sudhakar, Kolanu, Fridman, Natalia, Müller, Alexander, Röder, Beate, Gross, Zeev
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 18.11.2016
Amer Chemical Soc
Subjects
ambient temperature
chemical structure
Chemistry
Chemistry, Organic
copper
fluorescent dyes
gold
iodination
organic compounds
phosphorescence
Physical Sciences
Science & Technology
silver
singlet oxygen
COMPLEX
GOLD(III) CORROLES
SOLAR-CELLS
TEMPERATURE
ELECTRON-PARAMAGNETIC-RESONANCE
NEAR-IR PHOSPHORESCENCE
EXCITED-STATES
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ISSN1523-7060
1523-7052
1523-7052
DOI10.1021/acs.orglett.6b02877

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Summary:Facile, one-pot conversion of free base 5,10,15-tris­(pentafluorophenyl)­corrole, (H3)­tpfc, into the coinage metal complexes of 2,3,17,18-tetraiodo-5,10,15-tris­(pentafluorophenyl)­corrole, (I4-tpfc)­M (M = Cu, Ag, Au), is reported. The iodination/metalation procedures provide much higher yields and larger selectivity than both conceivable stepwise syntheses. Photophysical analysis shows that the gold­(III) complex (I4-tpfc)Au displays phosphorescence at room temperature and a substantial quantum yield for singlet oxygen formation.
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.6b02877