An Efficient Synthesis of Tetraoxaquaterene Derivatives Starting from 2,2-Difurylpropane

Robert Pajewski; Ryszard Ostaszewski; Krzysztof Ziach; Artur Kulesza; Janusz Jurczak

doi:10.1055/s-2004-815979

PAPER

An Efficient Synthesis of Tetraoxaquaterene Derivatives Starting from 2,2-Difurylpropane

Robert Pajewski^a, Ryszard Ostaszewski^a, Krzysztof Ziach^b, Artur Kulesza^b, Janusz Jurczak*^a,b
^a Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
^b Department of Chemistry, Warsaw University, Pasteura 1, 02-093 Warsaw, Poland
Fax: +48(22)8230944; e-Mail: jjurczak@chem.uw.edu.pl;

Abstract

All articles of this category

Abstract

Four non-symmetric tetraoxaquaterenes (5, 6, 8, and 9) and two cyclic hexamers 11 and 13 were efficiently prepared via the condensation reaction of furyl precursors 3 and 4 with various ketones, catalysed by 90.5% sulfuric acid.

Key words

furans - ketones - macrocycles - calixarenes - quaterenes - supramolecular chemistry

Full Text

References

1 Gutsche CD. Calixarenes Royal Society of Chemistry; Cambridge: 1989.

2 Pajewski R. Ostaszewski R. Jurczak J. Org. Prep. Proced. Int. 2000, 32: 394

3 Chastrette M. Chastrette F. J. Chem. Soc., Chem. Commun. 1973, 534

4 Chastrette M. Chastrette F. Sabadie J. Org. Synth. 1977, 57: 74

5 Brown WH. Hutchinson BJ. Can. J. Chem. 1978, 56: 617

6 Healy MS. Rest JA. J. Chem. Soc., Chem. Commun. 1981, 149

7 Healy MS. Rest JA. J. Chem. Soc., Perkin Trans. 1 1985, 973

8 Ackman RG. Brown WH. Wright GF. J. Org. Chem. 1955, 20: 1147

9 Tanaka S. Tomokuni H. J. Heterocycl. Chem. 1991, 28: 991