Methylformate as replacement of syngas in one-pot catalytic synthesis of amines from olefins

A new general approach for the one-pot hydroaminomethylation of olefins using methylformate as formylating agent instead of synthesis gas (syngas) has been proposed. Herein we report that a Ru-Rh catalytic system demonstrates high activity in a tandem conversion of a series of n -alkenes into amines...

Full description

Saved in:
Bibliographic Details
Published in:Catalysis science & technology 2014-01, Vol.4 (2), p.54-547
Main Authors: Karakhanov, Eduard, Maksimov, Anton, Kardasheva, Yulia, Runova, Elena, Zakharov, Roman, Terenina, Maria, Kenneally, Corey, Arredondo, Victor
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A new general approach for the one-pot hydroaminomethylation of olefins using methylformate as formylating agent instead of synthesis gas (syngas) has been proposed. Herein we report that a Ru-Rh catalytic system demonstrates high activity in a tandem conversion of a series of n -alkenes into amines using methylformate with yields 58-92% (6 h). The selectivity for the normal amine reached 96% with catalysis by the Ru carbonyl complex Ru 3 (CO) 12 , with an overall yield of 55% with respect to amine in this instance. The addition of the Rh complex to Ru catalytic system, sharply increased the hydroaminomethylation rate of both the terminal and internal alkenes and increased the yield of amines to 82-93% (6-12 h). Methylformate as formylating agent was used instead of syngas in the one-pot hydroaminomethylation of alkenes catalyzed by Ru-Rh systems.
ISSN:2044-4753
2044-4761
DOI:10.1039/c3cy00862b