Large furan-based calixarenes to calixpyrroles and calix[n]furan[m]pyrroles: Syntheses and structures

Angewandte Chemie - International Edition

Volumn 39, Issue 8, 2000, Pages 1496-1498

  Cafeo, Grazia ^a   Kohnke, Franz H ^a   La Torre, Giovanna L ^a   White, Andrew J P ^b   Williams, David J ^b  

^a UNIVERSITY OF MESSINA   (Italy)

^b IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

Calixarenes; Heterocydes; Macrocycles

Indexed keywords

CALIXARENE; FURAN DERIVATIVE; PYRROLE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; REACTION ANALYSIS; SYNTHESIS;

EID: 0034678583     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000417)39:8<1496::AID-ANIE1496>3.0.CO;2-I     Document Type: Article

References (31)

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11. A number of heterocyclic systems can be prepared from furans by their conversion to 1,4-diketones followed by reaction with doubly nucleophilic reagents. For examples, see a) R. Crescenzi, E. Solari, C. Floriani, A. Chiesivilla, C. Rizzoli, Inorg. Chem. 1996, 35, 2413-2414; b) F. Duus, Tetrahedron 1976, 32, 2817-2825.
12. [8a], these names are inappropriate since these compunds do not yield phorphyrins and expanded phorphyrins upon deprotonation.
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25. The X-ray structure of 5 has also been determined and will be reported elsewhere.
26. o|), 2θ≤ 124] and 518 parameters.
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29. -] and 446 parameters. The alternating siting of the furan and pyrrole rings was established in part by the unambiguous locating and successful refinement of the hydrogen atoms on the pyrrole rings. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-136389 (6) and -136390 (11). Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: (+44) 1223-336-033; e-mail: deposit@ ccdc.cam.ac.uk).
30. Studies conducted by us after the submission of this manuscript have confirmed this prediction (G. Cafeo, F. H. Kohnke, G. L. La Torre, A. J. P. White, D. J. Williams, unpublished results).
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