Unusual intramolecular bridging reaction in thiacalix[4]arene series.
Thiacalix[4]arene immobilized in the cone conformation undergoes a direct formylation reaction giving unusual products in high yields. The Duff reaction (urotropine/TFA) leads to unprecedented intramolecularly bridged compounds possessing two formyl groups on the opposite para- or para-/meta-positions. The comparison with the corresponding classical calix[4]arene analogues indicates an amazingly different reactivity of the thiacalix[4]arene system.
Kundrat
Ondrej
O
Department of Organic Chemistry and Laboratory of NMR Spectroscopy, Prague Institute of Chemical Technology, Technicka 6, 166 28 Prague 6, Czech Republic.
Dvorakova
Hana
H
Cisarova
Ivana
I
Pojarova
Michaela
M
Lhotak
Pavel
P