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Synthesis and structural characterization of an azatitanacyclobutene: the key intermediate in the catalytic anti-Markovnikov addition of primary amines to α-alkynes

Ward, Benjamin David ORCID: https://orcid.org/0000-0003-1406-5940, Maisse-Francois, Aline, Mountford, Philip and Gade, Lutz H. 2004. Synthesis and structural characterization of an azatitanacyclobutene: the key intermediate in the catalytic anti-Markovnikov addition of primary amines to α-alkynes. Chemical Communications- Royal Society of Chemistry (6) , pp. 704-705. 10.1039/b316383k

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Abstract

Reaction of the imidotitanium complexes [Ti(NtBu)(N2Npy)(py)] (1) and [Ti(N-2,6-C6H3iPr2)(N2Npy)(py)] (2) with phenyl acetylene and tolyl acetylene in toluene gave the corresponding {2+2} cycloaddition products [Ti(N2Npy){κ2-N(tBu)CHCR}] (R = Ph: 3, Tol: 4) and [Ti(N2Npy){κ2-N(2,6-C6H3iPr2)CHCR}] (R = Ph: 5, Tol: 6). Complex 6 is the first example of a key intermediate in the anti-Markovnikov addition of a primary amine to a terminal acetylene which has been structurally characterized by X-ray diffraction.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: Royal Society of Chemistry
ISSN: 1359-7345
Last Modified: 17 Oct 2022 08:55
URI: https://orca.cardiff.ac.uk/id/eprint/1514

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