Molecular recognition via hydroquinone-quinone pairing: Electrochemical and singlet emission behavior of [5,10,15-triphenyl-20-(2,5-dihydroxyphenyl)porphyrinato]zinc(II)-quinone complexes

Journal of the American Chemical Society

Volumn 118, Issue 4, 1996, Pages 923-924

  D'Souza, Francis ^a  

^a WICHITA STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000715888     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9526271     Document Type: Article

References (30)

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11. The center-to-center distance estimated from the CPK models for the complex in Chart 1 is about 6 Å, while the edge-to-edge distance is <1.5 Å.
12. Rothemund, P ; Mennotti, A. R J. Am Chem. Soc. 1941, 63, 267.
13. 2O.
14. 3: δ 8.84 (m, 8H, pyrrole-H), 8 20 (m. 6H. meta-H of the triphenyl entity), 7.75 (m, 9H, ortho- and para-H of the triphenyl entity). 7-7.3 (m. 4H. substituted phenyl-H). 4 75 (s. 2H. phenolic-OH). UV-vis in PhCN: λ (nm) (log ε) 428 (5.81), 556 (4.32), and 598. The FAB mass spectrum revealed the molecular ion peak at m/z = 709 (calcd 709.4).
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17. -1 (see Eggins, B. R.; Chambers, J Q. J. Electrochem. Soc 1970, 117, 186).
18. 1/2 value was 0.45 V vs SCE.
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21. pa = 1.08 V vs SCE (see refs 12a-d).
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26. (e) Chambers, J. Q. In The Chemistry of Quinonoid Compounds; Patai, S., Ed.; John Wiley and Sons: New York, 1974, Chapter 14.
27. pa = 1.48 V vs SCE in benzonitrile containing 0.1 M TBAP.
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30. A mode-locked, synchronously-pumped, cavity-dumped Rhodamine 6G dye laser was used. The samples were excited at 578 nm, and the emission was monitored at 660 nm. Solutions containing 1 (50 μM) in the absence and presence of quinones in degassed benzonitrile were employed