Rhodium-Catalyzed Hydrolytic Cleavage of the Silicon–Carbon Bond of Silacyclobutanes to Access Silanols
Wei-Ke Zhu, Hua‐Jie Zhu, Xiao‐Jun Fang, Fei Ye, Jian Cao, Zheng Xu, Li‐Wen Xu
Abstract
Herein, we report the first rhodium-catalyzed hydrolytic cleavage of the silicon–carbon bond in silacyclobutanes using water as the reactant. A series of silacyclobutanes could be employed in this reaction in the presence of the Rh/BINAP complex, resulting in the corresponding silanols in good yields. Additionally, a chiral 1,1,4,4-tetraaryl-2,3- O -isopropylidene- l -threitol-derived phosphoramidite ligand could be used in this reaction to yield Si-stereogenic silanol with promising enantioselectivity.
Topics & Concepts
ChemistryCatalysisRhodiumHydrolysisCleavage (geology)SiliconBond cleavageCarbon fibersSilylationCombinatorial chemistryMedicinal chemistryPolymer chemistryOrganic chemistryFracture (geology)Materials scienceComposite materialEngineeringGeotechnical engineeringComposite numberOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods