857934-86-2Relevant academic research and scientific papers
A synthetic approach to dimetalated arenes using flow microreactors and the switchable application to chemoselective cross-coupling reactions
Nagaki, Aiichiro,Ashikari, Yosuke,Kawaguchi, Tomoko,Mandai, Kyoko,Aizawa, Yoko
supporting information, p. 17039 - 17047 (2020/11/10)
In spite of their potential utility, the chemistry of dimetalated arenes is still in its infancy because they are extremely difficult to synthesize. We report a novel method of synthesizing arenes bearing a boryl group and a metallic substituent, such as boryl, silyl, stannyl, or zincyl groups, in an integrated flow microreactor based on the generation and reactions of aryllithiums bearing a trialkyl borate moiety. The bimetallic arenes showed a remarkable chemoselectivity in palladium-catalyzed cross-coupling reactions. The selectivity was switched by the selection of the metal species that constitutes the dimetalated arenes as well as appropriate catalysts.
Use of in situ isopropoxide protection in the metal-halogen exchange of arylboronates
Jiang, Qin,Ryan, Meagan,Zhichkin, Paul
, p. 6618 - 6620 (2008/02/10)
(Chemical Equation Presented) Isopropoxide protection of arylboronates allowed their use in metal-halogen exchange reactions. The isopropoxide- protected borate species were obtained from a boronate or in situ from dibromoarenes. meta- and para-dibromoare
Preparation and selective reactions of mixed bimetallic aromatic and heteroaromatic boron-magnesium reagents
Baron, Oliver,Knochel, Paul
, p. 3133 - 3135 (2007/10/03)
(Chemical Equation Presented) It's all in the mix: The magnesiation of iodoaryl and iodoheteroaryl boronic esters with iPrMgCl·LiCl leads to mixed bimetallic compounds, which react with a variety of electrophiles to provide highly functionalized boronic e
