H. Ross et U. Luning, CONCAVE REAGENTS .19. SYNTHESIS, STRUCTURE, AND BASICITY OF A CALIX[6]ARENE BRIDGED BY AN ANILINE, Tetrahedron, 52(33), 1996, pp. 10879-10882
The bridged calix[6]arene 2, the first concave aniline, was synthesize
d via the nitro compound 1 using iron pentacarbonyl as reducing agent.
The basicity of 2 was investigated qualitatively and quantitatively.
On the NMR time scale both compounds adopt a C-2v-symmetrical conforma
tion but variable temperature NMR measurements reveal that 1 is in a C
-s-symmetrical shape at deep temperatures. Copyright (C) 1996 Elsevier
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