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Promotion effects of Lewis acid/(CH3)4NI on [Co(CO)4]ˉ-catalyzed C–N bond activation in the carbonylation of trimethylamine

Paper ID Volume ID Publish Year Pages File Format Full-Text
50504 46797 2013 5 PDF Available
Title
Promotion effects of Lewis acid/(CH3)4NI on [Co(CO)4]ˉ-catalyzed C–N bond activation in the carbonylation of trimethylamine
Abstract

•Lewis acid and (CH3)4NI were used to promote carbonylation of trimethylamine.•High activity of NaCo(CO)4 was obtained under relatively mild reaction conditions.•Excellent selectivity and yield of N,N-dimethylacetamide were obtained.•The catalytic mechanism was proposed.

An effective synthesis of N,N-dimethylacetamide (DMAc) via NaCo(CO)4-catalyzed carbonylation of trimethylamine is reported. Lewis acid (AlCl3, FeCl3, BiCl3, InCl3 etc.) and (CH3)4NI were used as promoters to activate the unreactive sp3 carbon–nitrogen (C–N) bond of trimethylamine and a significant increase in catalytic activity was observed. High selectivity (98%) and yield of DMAc (96%) were obtained under relatively mild reaction conditions. Based on the role of promoters and the products in the reaction, a plausible mechanism that contains two different ways of activating C–N bond was proposed.

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Keywords
Carbonylation; [Co(CO)4]ˉ catalyst; Lewis acid; C–N bond activation; Amide
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Promotion effects of Lewis acid/(CH3)4NI on [Co(CO)4]ˉ-catalyzed C–N bond activation in the carbonylation of trimethylamine
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 38, 5 August 2013, Pages 45–49
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Price was $35.95
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