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CpCo(i) precatalysts for [2 + 2 + 2] cycloaddition reactions: synthesis and reactivity

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Abstract

The efficient synthesis and structural characterisation of a series of novel CpCo(I)–olefin–phosphite/phosphoramidite complexes and their evaluation in catalytic cyclotrimerisation reactions are reported. The protocol for precatalyst synthesis is widely applicable to different P-containing ligands, especially phosphites and phosphoramidites, as well as acyclic and cyclic olefins. A selection of the prepared complexes was investigated towards their catalytic performance in [2 + 2 + 2] cycloaddition reactions of diynes and nitriles, as well as triynes. While revealing significant differences in reactivity, the most reactive precatalysts work even already at 75 °C. One of these precatalysts also proved its potential in exemplary (co)cyclotrimerisations towards functionalised pyridines and benzenes. The energetics of complex formation and exemplary ligand exchange with a substrate diyne were elucidated by theoretical calculations and compared with the catalytic reactivity.

Graphical abstract: CpCo(i) precatalysts for [2 + 2 + 2] cycloaddition reactions: synthesis and reactivity

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Article information


Submitted
30 Apr 2020
Accepted
23 Sep 2020
First published
02 Oct 2020

This article is Open Access

Catal. Sci. Technol., 2020, Advance Article
Article type
Paper

CpCo(I) precatalysts for [2 + 2 + 2] cycloaddition reactions: synthesis and reactivity

F. Fischer, T. Pientka, H. Jiao, A. Spannenberg and M. Hapke, Catal. Sci. Technol., 2020, Advance Article , DOI: 10.1039/D0CY00876A

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