Isolation and Characterization of Well‐Defined Silica‐Supported Azametallacyclopentane: A Key Intermediate in Catalytic Hydroaminoalkylation Reactions. Issue 14 (25th September 2015)

• Record Type: Journal Article
• Authors: Hamzaoui, Bilel; Pelletier, Jérémie D. A.; El Eter, Mohamad; Chen, Yin; Abou‐Hamad, Edy; Basset, Jean‐Marie
• Is Part Of: Advanced synthesis & catalysis. Volume 357:Issue 14/15(2015)
• Page Start: 3148
• Page End: 3154
• Publication Date: 2015-09-25
• Subjects: azametallacyclopentenes -- catalytic reaction -- hydroaminoalkylation -- intermediates -- well defined species; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201500484
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Intermolecular catalytic hydroaminoalkylation of unactivated alkene occurs with silica‐supported azazirconacyclopropane [SiOZr(HNMe2 )(η 2 ‐NMeCH2 )(NMe2 )]. Mechanistic studies were conducted using surface organometallic chemistry (SOMC) concepts to identify the key surface intermediates. The azametallacyclopentene intermediate {SiOZr(HNMe2 )[η 2 ‐NMeCH2 CH(Me)CH2 ](NMe2 )} was isolated after treating with 1‐propylene and characterized by FT‐IR spectroscopy, elemental analysis, 1 H 13 C HETCOR, DARR SS‐NMR and DQ TQ SS‐NMR. The regeneration of the catalyst was conducted by dimethylamine protonolysis to yield the pure amine. Abstract :