A. Tarraga et al., Preparation of a novel class of macrocycle and cryptand containing the 1,1'-disubstituted ferrocene unit, TETRAHEDR L, 41(14), 2000, pp. 2479-2482
Condensation of 1,1'-diacetylferrocene with o-azidobenzaldehyde under appro
priate conditions leads either to the [5]-ferrocenophane 2 or the bis(azide
) 3, as the only reaction products. Compound 2 undergoes an intramolecular
aza-Wittig reaction to give the new type of cryptand 4. Bis(azide) 3 is con
verted into the macrocycle 5 by a Staudinger reaction with bis(diphenylphos
phino)ethane; alternatively, thermally-induced azide decomposition provides
the 1,1'-bis(indolyl)ferrocene derivative 6. (C) 2000 Elsevier Science Ltd
. All rights reserved.