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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

Author:
Foschi, Francesco, Roth, Torsten, Enders, Markus, Wadepohl, Hubert, Clot, Eric, Gade, Lutz H.
Source:
Chemical communications 2018 v.54 no.18 pp. 2228-2231
ISSN:
1364-548X
Subject:
alkynes, chemical reactions, ethane, pyridines, synthesis
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.
Agid:
6174665