Early Main Group Metal Catalysis: How Important is the Metal?

Penafiel J, Maron L, Harder S (2015)


Publication Status: Published

Publication Type: Journal article

Publication year: 2015

Journal

Publisher: Wiley-VCH Verlag

Book Volume: 54

Pages Range: 201-206

Journal Issue: 1

DOI: 10.1002/anie.201408814

Abstract

Organocalcium compounds have been reported as efficient catalysts for various alkene transformations. In contrast to transition metal catalysis, the alkenes are not activated by metal-alkene orbital interactions. Instead it is proposed that alkene activation proceeds through an electrostatic interaction with a Lewis acidic Ca2+. The role of the metal was evaluated by a study using the metal-free catalysts: [Ph2N-][Me4N+] and [Ph3C-][Me4N+]. These naked amides and carbanions can act as catalysts in the conversion of activated double bonds (CO and CN) in the hydroamination of ArNCO and RNCNR (R=alkyl) by Ph2NH. For the intramolecular hydroamination of unactivated CC bonds in H2CCHCH2CPh2CH2NH2 the presence of a metal cation is crucial. A new type of hybrid catalyst consisting of a strong organic Schwesinger base and a simple metal salt can act as catalyst for the intramolecular alkene hydroamination. The influence of the cation in catalysis is further evaluated by a DFT study.

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APA:

Penafiel, J., Maron, L., & Harder, S. (2015). Early Main Group Metal Catalysis: How Important is the Metal? Angewandte Chemie International Edition, 54(1), 201-206. https://dx.doi.org/10.1002/anie.201408814

MLA:

Penafiel, Johanne, Laurent Maron, and Sjoerd Harder. "Early Main Group Metal Catalysis: How Important is the Metal?" Angewandte Chemie International Edition 54.1 (2015): 201-206.

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