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Isolation of C3-Metalated Indolizine Complex and Phosphonium Ring-Fused Bicyclic Metallafuran from Osmium-Induced Transformation of Pyridine-Tethered Alkynes

Abstract

The first C3-metalated indolizine complex was prepared from the reaction between cis-[Os(dppm)2Cl2] (dppm = 1,1-bis(diphenylphosphino)methane) and propargylic pyridine HC≡CC(OH)(2-py)2. A phosphonium ring-fused bicyclic osmafuran complex was also prepared from the reaction between cis-[Os(dppm)2Cl2] and pyridyl ynone HC≡C(C=O)(2-py). The formation of these two products revealed the intermediacy of metal−vinylidene species regarding the [Os(dppm)2Cl]+-mediated alkyne transformations. Comparison of d6 transition-metal precursors employed to activate HC≡CC(OH)(2-py)2 suggests that precursors with higher π-basicity favor the vinylidene-involving pathway.

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Publication details

The article was received on 25 Apr 2019, accepted on 14 May 2019 and first published on 25 Jun 2019


Article type: Paper
DOI: 10.1039/C9FD00048H
Faraday Discuss., 2019, Accepted Manuscript

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    Isolation of C3-Metalated Indolizine Complex and Phosphonium Ring-Fused Bicyclic Metallafuran from Osmium-Induced Transformation of Pyridine-Tethered Alkynes

    L. Chung, C. Yeung, H. Shek and C. Wong, Faraday Discuss., 2019, Accepted Manuscript , DOI: 10.1039/C9FD00048H

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