Zhang, Jianbo; Chang, Sukbok published the article 《cine-Silylative Ring-Opening of α-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage》. Keywords: cine silylative ring opening alpha methyl azacycle bond cleavage; borane catalyst DFT mechanism acyclic tertiary amine carbon nitrogen.They researched the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2 ).Product Details of 16004-15-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:16004-15-2) here.
Described herein is the development of a borane-catalyzed cine-silylative ring-opening of α-Me azacycles. This transformation involves four-step cascade processes: (i) exo-dehydrogenation of alicyclic amine, (ii) hydrosilylation of the resultant enamine, (iii) silylium-induced cis-β-amino elimination to open the ring skeleton, and (iv) hydrosilylation of the terminal olefin. The present borane catalysis also works efficiently for the C-N bond cleavage of acyclic tertiary amines. On the basis of exptl. and computational studies, the silicon atom was elucidated to play a pivotal role in the β-amino elimination step.
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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics