Synthesis of unique cagelike thiacalix[4]arene derivatives in a 1,3-alternate conformation.
A novel type of doubly bridged thiacalix[4]arenes in the 1,3-alternate conformation has been prepared by direct aminolysis reaction of easily accessible thiacalix[4]arene tetraacetates with alpha,omega-diamines. Despite the high excess of diamine, both sites of a 1,3-alternate conformer can be intramolecularly bridged to form the cagelike structures in high yields. Optimum results were obtained using 1,2-ethanediamine as bridging units. X-ray analysis of the novel cagelike molecules revealed a highly preorganized array of -C(O)-NH- bonds pointing to the interior of the cavity.
St'astný
Vaclav
V
Institute of Chemical Technology, Technicka 5, 166 28 Prague 6, Czech Republic.
Stibor
Ivan
I
Císarová
Ivana
I
Sýkora
Jan
J
Pojarová
Michaela
M
Lhoták
Pavel
P