An efficient and succinct protocol for synthesis of bis(o-carborane) connected by a B−B bond via palladium catalyzed oxidative dehydrogenative coupling of cage B−H/B−H bonds was developed for the first time. A series of bis(ocarborane)s connected by B(4)−B(4)′ and B(4)−B(5)′ bonds was synthesized with moderate to good yields. This work opens the door for miscellaneous applications of bis(o-carborane) in related disciplines and has important value in design and synthesis of different kinds of biscarboranes.
A palladium
catalyzed selective B(3)–H activation/oxidative
dehydrogenative coupling for the synthesis of bis(o-carborane)s connected with B(3)–B(3′) and B(3)–B(6′)
bonds has been developed for the first time. A plausible mechanism
involving stepwise activation of B(3)–H and B(3′/6′)–H
bonds by PdII and PdIV was proposed. This work
is the first example and the most efficient protocol for synthesis
of bis(o-carborane)s connected with B(3)–B(3′)
and B(3)–B(6′) bonds, which has important reference
for design, synthesis, and application of bis(o-carborane)s
in related fields.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.