Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 690, Issue 11, Pages 2783-2786Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2005.01.043
Keywords
3-amino-1,2-dicarba-closo-dodecaboranes; amides; acidic hydrolysis; racemization; deboronation; NMR spectroscopy
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Acidic hydrolysis of N-acyl 1-methyl- and 1-phenyl-3-amino-1,2-dicarba-closo-dodecaboranes has been studied. It has been shown that acidic hydrolysis of diastereomeric amides of 1-methyl-3-amino-1,2-dicarba-closo-dodecaborane results in the partial racemization of the target 3-amino-1-methylcarborane. Under the similar conditions, the hydrolysis of N-acyl-3-amino-1-phenyl-1,2-dicarba-closo-dodecaboranes resulted in amide bond cleavage accompanied by simultaneous deboronation with the removal of boron atom at position 6 of carborane cage and formation of 7,8-dicarba-nido-undecaborane derivative according to B-11 and H-1 NMR spectroscopy. (c) 2005 Elsevier B.V. All rights reserved.
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