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Issue 17, 2018
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Chiral triazolylidene-Pd-PEPPSI: synthesis, characterization, and application in asymmetric Suzuki–Miyaura cross-coupling

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Abstract

A chiral triazolylidene-Pd-PEPPSI (PEPPSI = pyridine, enhanced, precatalyst, preparation, stabilization, initiation) complex with ferrocene-based planar chirality has been synthesized and characterized. Investigation of the electronic and steric nature of this complex revealed its powerful electron-donating ability (TEP 2044 cm−1) and high steric bulk (%Vbur = 42.2). These unique properties allow the complex to exhibit very high catalytic activity (TON = 420) for asymmetric Suzuki–Miyaura cross-coupling, providing the coupling product with good enantioselectivity (75% ee).

Graphical abstract: Chiral triazolylidene-Pd-PEPPSI: synthesis, characterization, and application in asymmetric Suzuki–Miyaura cross-coupling

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Publication details

The article was received on 31 Dec 2017, accepted on 29 Jan 2018 and first published on 30 Jan 2018


Article type: Communication
DOI: 10.1039/C7CC09960F
Citation: Chem. Commun., 2018,54, 2110-2113
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    Chiral triazolylidene-Pd-PEPPSI: synthesis, characterization, and application in asymmetric Suzuki–Miyaura cross-coupling

    R. Haraguchi, S. Hoshino, T. Yamazaki and S. Fukuzawa, Chem. Commun., 2018, 54, 2110
    DOI: 10.1039/C7CC09960F

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