Journal
RUSSIAN CHEMICAL BULLETIN
Volume 56, Issue 9, Pages 1787-1794Publisher
SPRINGER
DOI: 10.1007/s11172-007-0278-7
Keywords
clathrochelates; iron(II); organoboranes; carboranes; oximes; hydrazonates; macrocycles; allosteric control; X-ray crystallography
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The template condensation of diacetylmonooxime hydrazone (HDXO) with n-butylboronic acid and dimethyl ester of o-carboranyldiboronic acid on the iron(II) ion matrix afforded the [Fe(DXO)(3)(BBu)](BF4) and [Fe(DXO)(3)(Bo-carb)](BF4) semiclathrochelates. The H+-ion-catalyzed macrocyclization of these precursors with an excess of formaldehyde and triethyl orthoformate (TOF) resulted in the corresponding macrobicyclic complexes. In the case of o-carboranylboronate semiclathrochelate, the macrocyclization with TOF gave the clathrochelate with the previously unknown syn,syn,anti-orientation of the ethoxy substituents relative to the 1,3,5-triazacyclohexane capping fragment. The complexes obtained were characterized using elemental analysis, IR, UV-Vis, MALDI-TOF mass, H-1, B-11, and C-13 NMR, and Fe-57 Mossbauer spectroscopies and X-ray crystallography.
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