Formation of porphyrins in the presence of acid-labile metalloporphyrins: a new route to mixed-metal multiporphyrin arrays.

作者: Markus Speckbacher , Lianhe Yu , Jonathan S. Lindsey

DOI: 10.1021/IC026206D

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摘要: The ability to incorporate distinct metalloporphyrins at designated sites in multiporphyrin arrays is essential for diverse applications materials and biomimetic chemistry. synthesis of such mixed-metal via acid catalyzed reactions has largely been restricted stability class II (e.g., Cu, Co, Ni) or I. We describe routes the rational acid-catalyzed condensations that are compatible with III Zn) IV Mg). demonstrated p-phenylene-linked arrays. key finding several mild Lewis acids [InCl3, Sc(OTf)3, Yb(OTf)3, Dy(OTf)3], which known catalyze dipyrromethane + dipyrromethane−dicarbinol condensation CH2Cl2 room temperature without acidolysis, do not demetalate zinc magnesium porphyrins under same conditions. Rational porphyrin dyads triads employ reaction a (porphyrin)−dipyrromethane (porphyrin)−dipyrr...

参考文章(51)
Dirk Hammel, Peler Erk, Barbara Seliuler, Jürgen Heinze, Klaus Müllen, Synthesis and reduction of 1,4-phenylene-bridged oligoporphyrins† Advanced Materials. ,vol. 4, pp. 737- 739 ,(1992) , 10.1002/ADMA.19920041105
Jonathan S. Lindsey, Jeffrey N. Woodford, A simple method for preparing magnesium porphyrins Inorganic Chemistry. ,vol. 34, pp. 1063- 1069 ,(1995) , 10.1021/IC00109A011
Anthony K. Burrell, David L. Officer, David C. W. Reid, Aldehyde-Appended Tetraphenylporphyrin: A New Building Block for Porphyrin Arrays Angewandte Chemie International Edition in English. ,vol. 34, pp. 900- 902 ,(1995) , 10.1002/ANIE.199509001
Jürgen O. Metzger, Ralf Mahler, Radical Additions of Activated Haloalkanes to Alkenes Initiated by Electron Transfer from Copper in Solvent-Free Systems Angewandte Chemie International Edition in English. ,vol. 34, pp. 902- 904 ,(1995) , 10.1002/ANIE.199509021
David Heiler, George McLendon, Peter Rogalskyj, Synthesis and electron-transfer rates of coplanar bisporphyrins: models for (heme) protein-protein electron-transfer reactions Journal of the American Chemical Society. ,vol. 109, pp. 604- 606 ,(1987) , 10.1021/JA00236A061
François Je´rôme, Claude P. Gros, Catherine Tardieux, Jean-Michel Barbe, Roger Guilard, Synthesis of a ‘face-to-face’ porphyrin-corrole. A potential precursor of a catalyst for the four-electron reduction of dioxygen New Journal of Chemistry. ,vol. 22, pp. 1327- 1329 ,(1998) , 10.1039/A805452E
Yury Galyametdinov, Galina Ivanova, Klaus Griesar, Andrew Prosvirin, Igor Ovchinnikov, Wolfgang Haase, The synthesis and magnetic behavior of the first mesogenic μ‐oxo‐bridged iron(III) complex Advanced Materials. ,vol. 4, pp. 739- 741 ,(1992) , 10.1002/ADMA.19920041106
Jonathan S. Lindsey, Richard W. Wagner, Investigation of the synthesis of ortho-substituted tetraphenylporphyrins Journal of Organic Chemistry. ,vol. 54, pp. 828- 836 ,(1989) , 10.1021/JO00265A021
Aiko Nakano, Atsuhiro Osuka, Iwao Yamazaki, Tomoko Yamazaki, Yoshinobu Nishimura, Windmill-Like Porphyrin Arrays as Potent Light-Harvesting Antenna Complexes Angewandte Chemie International Edition. ,vol. 37, pp. 3023- 3027 ,(1998) , 10.1002/(SICI)1521-3773(19981116)37:21<3023::AID-ANIE3023>3.0.CO;2-A