Isolation and Characterization of Well-Defined Silica-Supported Azametallacyclopentane: A Key Intermediate in Catalytic Hydroaminoalkylation Reactions

Bilel Hamzaoui, Jeremie Pelletier, Mohamad El Eter, Yin Chen, Edy Abou-Hamad, Jean-Marie Basset

Research output: Contribution to journalArticlepeer-review

21 Scopus citations

Abstract

Intermolecular catalytic hydroaminoalkylation of unactivated alkene occurs with silica-supported azazirconacyclopropane [[TRIPLE BOND]Si[BOND]O[BOND]Zr(HNMe2)(η2-NMeCH2)(NMe2)]. Mechanistic studies were conducted using surface organometallic chemistry (SOMC) concepts to identify the key surface intermediates. The azametallacyclopentene intermediate {[TRIPLE BOND]Si[BOND]O[BOND]Zr(HNMe2)[η2-NMeCH2CH(Me)CH2](NMe2)} was isolated after treating with 1-propylene and characterized by FT-IR spectroscopy, elemental analysis, 1H 13C HETCOR, DARR SS-NMR and DQ TQ SS-NMR. The regeneration of the catalyst was conducted by dimethylamine protonolysis to yield the pure amine.
Original languageEnglish (US)
Pages (from-to)3148-3154
Number of pages7
JournalAdvanced Synthesis & Catalysis
Volume357
Issue number14-15
DOIs
StatePublished - Sep 25 2015

ASJC Scopus subject areas

  • Organic Chemistry
  • Catalysis

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