Synthesis and structural characterization of an azatitanacyclobutene: the key intermediate in the catalytic anti-Markovnikov addition of primary amines to α-alkynes
Literature Information
Publication Date
2004-02-13
DOI
10.1039/B316383K
Impact Factor
6.222
Authors
Benjamin D. Ward, Aline Maisse-François, Philip Mountford
View Original
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.
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Chemical Communications
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