Synthesis and Photochemistry of Amido-Linked, Peripherally-Molybdenated Tetraphenylporphyrins
The para, meta, and ortho peripherally-molybdenated tetraphenylporphyrin complexes [5-{[Mo(NO)Tp*Cl]NHC6H4}-10,15,20-Ph3porphH2] [1−3, respectively; Tp* = hydrotris(3,5-dimethylpyrazol-1-yl)borate; Ph3porphH2 = triphenylporphyrin] have been prepared by reaction of the corresponding 5-(aminophenyl)-1...
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Published in | Inorganic chemistry Vol. 35; no. 26; pp. 7526 - 7534 |
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Main Authors | , , , , , , , , , , , , |
Format | Journal Article |
Language | English |
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American Chemical Society
18.12.1996
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Abstract | The para, meta, and ortho peripherally-molybdenated tetraphenylporphyrin complexes [5-{[Mo(NO)Tp*Cl]NHC6H4}-10,15,20-Ph3porphH2] [1−3, respectively; Tp* = hydrotris(3,5-dimethylpyrazol-1-yl)borate; Ph3porphH2 = triphenylporphyrin] have been prepared by reaction of the corresponding 5-(aminophenyl)-10,15,20-triphenylporphyrin derivative with [Mo(NO)Tp*Cl2]. Cyclic voltammetry shows that most of these complexes undergo two oxidation processes (associated with the porphyrin) and three reduction processes (two associated with the porphyrin, and one with the molybdenum fragment). The redox potentials of the molybdenum fragment are little influenced by the presence of the macrocyclic ring, and vice versa. The ΔG° values for charge separation in 1−3 are close to 0 eV. Photochemical measurements have been made on 1−3, and they were all found to undergo photoinduced intramolecular electron transfer from the excited singlet state of the porphyrin macrocycle to the molybdenum moiety, yielding charge-separated states with lifetimes of 300−340 ps. Further studies, using electrochemical methods and EPR spectroscopy, have been made to investigate the nature of the reduced molybdenum species. The molecular structure of 3 was determined crystallographically: C59H52N12BClMoO, monoclinic, space group P21/c, a = 13.678(6), b = 16.650(2), and c = 26.555(6) Å, β = 91.56(3)°, Z = 4. It was shown that the Mo−NH (aniline) distance is relatively short [1.928(16) Å], consistent with pπ → dπ donation. The Mo−porphyrin centroid distance is 6.75 Å. |
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AbstractList | The para, meta, and ortho peripherally-molybdenated tetraphenylporphyrin complexes [5-{[Mo(NO)Tp*Cl]NHC6H4}-10,15,20-Ph3porphH2] [1−3, respectively; Tp* = hydrotris(3,5-dimethylpyrazol-1-yl)borate; Ph3porphH2 = triphenylporphyrin] have been prepared by reaction of the corresponding 5-(aminophenyl)-10,15,20-triphenylporphyrin derivative with [Mo(NO)Tp*Cl2]. Cyclic voltammetry shows that most of these complexes undergo two oxidation processes (associated with the porphyrin) and three reduction processes (two associated with the porphyrin, and one with the molybdenum fragment). The redox potentials of the molybdenum fragment are little influenced by the presence of the macrocyclic ring, and vice versa. The ΔG° values for charge separation in 1−3 are close to 0 eV. Photochemical measurements have been made on 1−3, and they were all found to undergo photoinduced intramolecular electron transfer from the excited singlet state of the porphyrin macrocycle to the molybdenum moiety, yielding charge-separated states with lifetimes of 300−340 ps. Further studies, using electrochemical methods and EPR spectroscopy, have been made to investigate the nature of the reduced molybdenum species. The molecular structure of 3 was determined crystallographically: C59H52N12BClMoO, monoclinic, space group P21/c, a = 13.678(6), b = 16.650(2), and c = 26.555(6) Å, β = 91.56(3)°, Z = 4. It was shown that the Mo−NH (aniline) distance is relatively short [1.928(16) Å], consistent with pπ → dπ donation. The Mo−porphyrin centroid distance is 6.75 Å. |
Author | McInnes, Eric J. L Yellowlees, Lesley J White, Nigel T. H Beddard, Godfrey S Feehan, Timothy M McCleverty, Jon A Payne, Nicholas N Kurek, Stefan S Spencer, Neil Jones, Christopher J Ashton, Peter R Rowley, Natalie M Hamor, Tom A |
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Cites_doi | 10.1007/978-94-017-2247-6 10.1039/cs9831200331 10.1107/S0108767383000252 10.1021/ja00264a026 10.1007/978-94-011-1628-2_48 10.1021/ja01064a008 10.1039/f19898501027 10.1002/9780470132548.ch3 10.1021/jo01288a053 10.1107/S0108767390000277 10.1021/ja00989a036 10.1016/B978-0-12-220103-5.50018-0 10.1021/ic00121a020 10.1007/BF00618012 |
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Snippet | The para, meta, and ortho peripherally-molybdenated tetraphenylporphyrin complexes [5-{[Mo(NO)Tp*Cl]NHC6H4}-10,15,20-Ph3porphH2] [1−3, respectively; Tp* =... |
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Title | Synthesis and Photochemistry of Amido-Linked, Peripherally-Molybdenated Tetraphenylporphyrins |
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