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Issue 18, 2018
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Isolation and structural characterization of a titanacyclopropane as key intermediate in the double aryl Grignard addition to 2-(arylethynyl)pyridine derivatives

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Abstract

A titanacyclopropane species, which is a key reaction intermediate in the Ti(OiPr)4-mediated double aryl Grignard addition to 1,2-di(pyridin-2-yl)ethyne and related alkynes, was isolated and fully characterized. Based on this observation a one-pot synthesis of diarylated 1,2-di(pyridin-2-yl)ethanes and 2-(1,2,2-triarylvinyl)-pyridines was developed, including the tetraarylation of V-shaped 2,6-bis(arylethynyl)pyridines.

Graphical abstract: Isolation and structural characterization of a titanacyclopropane as key intermediate in the double aryl Grignard addition to 2-(arylethynyl)pyridine derivatives

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Publication details

The article was received on 19 Jan 2018, accepted on 05 Feb 2018 and first published on 05 Feb 2018


Article type: Communication
DOI: 10.1039/C8CC00478A
Citation: Chem. Commun., 2018,54, 2228-2231
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    Isolation and structural characterization of a titanacyclopropane as key intermediate in the double aryl Grignard addition to 2-(arylethynyl)pyridine derivatives

    F. Foschi, T. Roth, M. Enders, H. Wadepohl, E. Clot and L. H. Gade, Chem. Commun., 2018, 54, 2228
    DOI: 10.1039/C8CC00478A

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