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

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...

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Main Authors: Foschi, Francesco (Author) , Roth, Torsten (Author) , Enders, Markus (Author) , Wadepohl, Hubert (Author) , Clot, Eric (Author) , Gade, Lutz H. (Author)
Format: Article (Journal)
Language:English
Published: 05 February 2018
In: Chemical communications
Year: 2018, Volume: 54, Issue: 18, Pages: 2228-2231
ISSN:1364-548X
DOI:10.1039/C8CC00478A
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1039/C8CC00478A
Verlag, lizenzpflichtig, Volltext: https://pubs.rsc.org/en/content/articlelanding/2018/cc/c8cc00478a
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Author Notes:Francesco Foschi, Torsten Roth, Markus Enders, Hubert Wadepohl, Eric Clot and Lutz H. Gade
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Summary: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.
Item Description:Gesehen am 03.04.2020
Physical Description:Online Resource
ISSN:1364-548X
DOI:10.1039/C8CC00478A