Perfluorinated meso-aryl-substituted expanded porphyrins

Angewandte Chemie - International Edition

Volumn 42, Issue 1, 2003, Pages 78-82

  Shimizu, Soji ^a   Shin, Ji Young ^a   Furuta, Hiroyuki ^a   Ismael, Rami ^a   Osuka, Atsuhiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

Aromaticity; Fluorinated ligands; Macrocyclic ligands; Porphyrinoids

Indexed keywords

BOND LENGTH;

CHEMICAL BONDS; CRYSTAL STRUCTURE; POLYCYCLIC AROMATIC HYDROCARBONS; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

PORPHYRINS;

3,4 DIFLUOROPYRROLE; LIGAND; MACROCYCLIC COMPOUND; PENTAFLUOROBENZALDEHYDE; PERFLUORO COMPOUND; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CRYSTAL STRUCTURE; ELECTRON; SYNTHESIS;

BENZALDEHYDES; CRYSTALLOGRAPHY, X-RAY; HYDROCARBONS, FLUORINATED; MOLECULAR CONFORMATION; MOLECULAR STRUCTURE; PORPHYRINS; PYRROLES; SPECTROPHOTOMETRY; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 0037414973     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200390058     Document Type: Article

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24. Ring-expanded calixpyrroles were prepared by the reaction of acetone and 3,4-difluoropyrrole, see J. L. Sessler, P. Anzenbacher, Jr., J. A. Shrinver, K. Jursikova, V. M. Lynch, M. Marquez, J. Am. Chem. Soc. 2000, 122, 12061.
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27. This pentaphyrin product was considered to be a fused pentaphyrin as judged from its parent ion signal (m/z 1379) on the basis of FABMS, see ref. [3a]. We, however, noted the formation of nonfused pentaphyrin, the complete characterization of which could not be carried out because of its instability.
28. w = 0.081, GOF = 2.177 for 10238 reflections with I > 2.0σ. CCDC-185842 (3), CCDC-185846 (MeO-4-HF), CCDC-185847 (5), and CCDC-190412 (5+2H) contains the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB21EZ, UK; fax: (+44)1223-336-033; or deposit @ccdc.cam.ac.uk).
29. w =0.094, GOF = 0.120 for 8688 reflections with I > 2.0σ
30. 2 and iPrOH showed the almost same crystal structure (see Supporting Information).
31. w = 0.087, GOF = 2.366 for 9209 reflections with I > 2.0σ.
32. Quite recently, a completely flat ring-shape [30]octaphyrin(0.0.0.0.0.0.0.0) was reported, see: ref. [2h].
33. w = 0.104, GOF = 1.216 for 5530 reflections with I > 2.0σ.