Volume 39, Issue 8 pp. 1496-1498
Communication

From Large Furan-Based Calixarenes to Calixpyrroles and Calix[n]furan[m]pyrroles: Syntheses and Structures

Grazia Cafeo Dr.

Grazia Cafeo Dr.

Dipartimento di Chimica Organica e Biologica Università di Messina Salita Sperone 31, 98166 Messina (Italy) Fax: (+39) 090-393-895

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Franz H. Kohnke Prof.

Franz H. Kohnke Prof.

Dipartimento di Chimica Organica e Biologica Università di Messina Salita Sperone 31, 98166 Messina (Italy) Fax: (+39) 090-393-895

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Giovanna L. La Torre Dr.

Giovanna L. La Torre Dr.

Dipartimento di Chimica Organica e Biologica Università di Messina Salita Sperone 31, 98166 Messina (Italy) Fax: (+39) 090-393-895

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Andrew J. P. White Dr.

Andrew J. P. White Dr.

Dipartimento di Chimica Organica e Biologica Università di Messina Salita Sperone 31, 98166 Messina (Italy) Fax: (+39) 090-393-895

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David J. Williams Prof.

David J. Williams Prof.

Chemical Crystallography Laboratory Department of Chemistry Imperial College of Science Technology and Medicine South Kensington, London SW7 2AY (UK)

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This work was sponsored by the MURST in Italy.

Graphical Abstract

The cyclic hexamer obtained by the condensation of furan and acetone can be used as a convenient starting material for the syntheses of calix[6]pyrrole 1 and of several “hybrid systems” containing both furan and pyrrole units. The solid-state structure of 1 shows a water molecule held inside the cavity by six hydrogen-bonding interactions, while that of the “alternating” calix[3]furan[3]pyrrole 2 contains no water molecules, despite the macrocycles having a similar structure.

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