Structure and Photophysics of β-Octafluoro-meso-tetraarylporphyrins

The structure of THF-coordinated [2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetraphenylporphinato]zinc, Zn(F(8)TPP).THF, and photophysical studies of 2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetraphenylporphyrin, F(8)TPP, Zn(F(8)TPP), 2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetrakis(pentafluoroph...

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Published inInorganic chemistry Vol. 40; no. 11; pp. 2614 - 2619
Main Authors SMIRNOV, Valeriy V., WOLLER, Eric K., TATMAN, Dereck, DIMAGNO, Stephen G.
Format Journal Article
LanguageEnglish
Published United States American Chemical Society 21.05.2001
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Summary:The structure of THF-coordinated [2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetraphenylporphinato]zinc, Zn(F(8)TPP).THF, and photophysical studies of 2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetraphenylporphyrin, F(8)TPP, Zn(F(8)TPP), 2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetrakis(pentafluorophenyl)porphyrin, F(28)TPP, and [2,3,7,8,12,13,17,18-octafluoro-5,10,15,20-tetrakis(pentafluorophenyl)porphinato]zinc, Zn(F(28)TPP), in benzonitrile, are reported. A key point from these studies is that the octafluorinated F(8)TPP and perfluorinated F(28)TPP porphyrins possess similar absorption spectra, but dissimilar X-ray crystal structures and disparate photophysical characteristics. These data cannot be easily accommodated within currently accepted theories which relate macrocycle distortion and optoelectronic properties.
Bibliography:istex:E0ABE73BECEBFAE41DEF8884B76D719F6718BFB2
Abbreviations used in this manuscript are as follows:  DPP, 2,3,5,7,8,10,12,13,15,17,18,20-dodecaphenylporphyrin; TPP, 5,10,15,20-tetraphenylporphyrin; OEP, 2,3,7,8,12,13,17,18-octaethylporphyrin; T(t-Bu)P, 5,10,15,20-tetrakis(tert-butyl)porphyrin; OETPP, 5,10,15,20-tetraphenyl-2,3, 7,8,12,13,17,18-octaethylporphyrin; TRfP, 5,10,15,20-tetrakis(perfluoro-alkyl)porphyrin; TC3F7P, 5,10,15,20-tetrakis(heptafluoropropyl)porphyrin; F8TPP, 5,10,15,20-tetraphenyl-2,3,7,8,12,13,17,18-octafluoroporphyrin; F28TPP, 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18-octafluoroporphyrin; TFPP, 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin; Cl8TFPP, 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18-octachlor-oporphyrin; Br8TFPP, 5,10,15,20-tetrakis(pentafluorophenyl)-2,3,7,8,12,13,17,18-octabromoporphyrin.
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ObjectType-Article-1
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ISSN:0020-1669
1520-510X
DOI:10.1021/ic001116z