Study of Protonation of the Monocarbonyl Derivative of the closo-Decaborate Anion [B10H9CO]–

Selective Functionalization of Carbonyl Closo-Decaborate [2-B10H9CO]− with Building Block Properties via Grignard Reagents

“…Establishing a direct B-C bond in [B 10 H 10 ] 2− has mainly been hindered by the lack of access to suitable precursors such as the iodo-derivatives of decaborate anion, which exhibits a practically diminutive reactivity toward iodination (Figure 2) Though the carbonyl derivative is prone to facile and rapid hydrolysis leading to the carboxylic derivative [1-B10H9COOH] 2− and its manipulation normally requires extremely anhydrous and inert conditions, it is still the preferable precursor of choice due to the versatility supplied by the carbonyl group. Moreover, new reaction pathways for the selective functionalization of this derivative are currently under investigation, as conventional approaches suffer from nonselective side reactions as it is easily susceptible to a wide range of functional groups [48,49]. Thus, the main notion of the present work is to Though the carbonyl derivative is prone to facile and rapid hydrolysis leading to the carboxylic derivative [1-B 10 H 9 COOH] 2− and its manipulation normally requires extremely anhydrous and inert conditions, it is still the preferable precursor of choice due to the versatility supplied by the carbonyl group.…”

“…Thus, the main notion of the present work is to Though the carbonyl derivative is prone to facile and rapid hydrolysis leading to the carboxylic derivative [1-B 10 H 9 COOH] 2− and its manipulation normally requires extremely anhydrous and inert conditions, it is still the preferable precursor of choice due to the versatility supplied by the carbonyl group. Moreover, new reaction pathways for the selective functionalization of this derivative are currently under investigation, as conventional approaches suffer from nonselective side reactions as it is easily susceptible to a wide range of functional groups [48,49]. Thus, the main notion of the present work is to establish a selective synthesis route starting from the carbonyl derivative of closo-decaborate to compounds decorated with alkyl chains, such as ethyl, propyl and pentyl chains, as well as building block "polymerizable" or "conjugative" constituents, such as the allyl, vinyl and propynyl derivatives.…”