Non-catalytic conversion of C-F bonds of gem-difluoromethylene derivatives to C-H bonds with lithium aluminum hydride under room temperature

An unexpected hydrodefluorination of unactivated aliphatic C-F bonds of CF2 derivatives with LiAlH4 at room temperature without any added metal catalyst was reported. Deuterium-labeling experiments suggested that the hydrogens introduced into the products originated from LiAlH4.

Graphical abstractAn unexpected hydrodefluorination of unactivated aliphatic C-F bonds of CF2 derivatives with LiAlH4 at room temperature without any added metal catalyst was reported. Deuterium-labeling experiments suggested that the hydrogens introduced into the products originated from LiAlH4.Download full-size image