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1
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0008716076
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Synthese eines vierfach aufgeweiteten Porphyrins mit extrem hohem, diamagnetischem Ringstromeffekt
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This nomenclature was suggested by
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(1986)
Angewandte Chemie
, vol.98
, pp. 1107
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Gosmann, M.1
Franck, B.2
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5
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84989537463
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International Symposium on Aromaticity, Sheffield
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(1966)
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Woodward, R.B.1
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7
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33845551269
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Sapphyrins: novel aromatic pentapyrrolic macrocycles
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(1983)
Journal of the American Chemical Society
, vol.105
, pp. 6429
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Bauer, V.J.1
Clive, D.L.J.2
Dolphin, D.3
Paine, J.B.4
Harris, F.L.5
King, M.M.6
Loder, J.7
Wang, S.‐W.C.8
Woodward, R.B.9
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20
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0001541997
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(1993)
Angew. Chem.
, vol.105
, pp. 1670
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Vogel, E.1
Koch, P.2
Hou, X.‐L.3
Lex, J.4
Lausmann, M.5
Kisters, M.6
Aukauloo, M.A.7
Richard, P.8
Guilard, R.9
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26
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0010683634
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ESR spectroscopy
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(1992)
J. Phys. Chem.
, vol.96
, pp. 3041
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Berman, A.1
Michaeli, A.2
Feitelson, J.3
Bowman, M.K.4
Norris, J.R.5
Levanon, H.6
Vogel, E.7
Koch, P.8
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31
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84989514313
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13, 16] tetracosa‐1(20),2(21),3,5,7,9,11,13(23),14,16,18‐undecene.
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32
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84989514307
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[18]Porphyrins‐(2.1.1.0), in the form of the nickel complexes of two regioisomeric triphenylcarboxyethyl derivatives, were first obtained by H. J. Callot et al. They were isolated as unexpected rearrangement products from a demetalation metalation sequence involving homoporphyrins. A free‐base porphyrin‐(2.1.1.0), liberated from the corresponding nickel complex by the addition of concentrated sulfuric acid, proved to be a porphyrin‐like aromatic compound. The structure of [18]porphyrin‐(2.1.1.0) is midway between that of 1 and 2. This prompted the authors to propose the name “hemiporphycene” for this new porphyrin isomer: H. J. Callot, B. Metz, T. Tschamber (unpublished). We are very grateful to Professor Callot for allowing us to view a draft of his manuscript.
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33
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84989595390
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The synthetic principle involved in the preparation of the isocorroles (, unpublished) and corrphycenes— reductive carbonyl coupling of the corresponding α, ω‐dialdehydes—was successfully applied to the preparation of hemiporphycenes Thus, the α, ω‐dialdehyde 12, obtained in crude form, was converted into the octaethylhemiporphycene 13 (Formula Presented.) [violet crystals from dichloromethane/methanol (2/1). M.p. 219–220°C; UV/Vis(dichloromethane): λmax = 360 (ϵ = 40200), 405 (153700), 512(7600), 552 (25900), 583 (9200), 632 nm (10800)], a species that can, in turn, be transformed into a wide range of metallohemiporphycenes
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Vogel, E.1
Hellwig, Y.2
Binsack, B.3
Lex, J.4
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41
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84988129057
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Optimization of parameters for semiempirical methods I. Method
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PM3/UHF procedure implemented using the program MOPAC 6.0:,. The authors thank Dipl.‐Chem. M. Roeb, Institute of Physical Chemistry, University of Cologne, for the calculations
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(1989)
Journal of Computational Chemistry
, vol.10
, pp. 209
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Stewart, J.J.P.1
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48
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84989538990
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s symmetry.
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50
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84989598738
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max (ϵ) = 414 (151900), 511 (15800). 541 (4000), 576 (6400), 585 sh (4400), 630 nm (2600)
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52
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84989580137
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1. 2. Program used: for the structure solution MolEN (Enraf‐Nonius) and for refinement SHELXL‐93 (G. M. Sheldrick, University of Göttingen); calculated on the DV facility of the regional calculation center of the University of Cologne. Further details of the crystal structure determination can be obtained from the Director of the Cambridge Crystallographic Data Centre, 12 Union Road, GB‐Cambridge CB21EZ, on quoting the full journal citation.
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