Planar-chiral ferrocene-based triazolylidene copper complexes: synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated ester

Ryosuke Haraguchi; Tatsuro Yamazaki; Koki Torita; Tatsuki Ito; Shin-ichi Fukuzawa

doi:10.1039/D0DT03213A

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Planar-chiral ferrocene-based triazolylidene copper complexes: synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated ester†

Ryosuke Haraguchi,

*^a Tatsuro Yamazaki,^b Koki Torita,^b Tatsuki Ito^b and Shin-ichi Fukuzawa

*^b

Author affiliations

* Corresponding authors

^a Department of Applied Chemistry, Faculty of Engineering, Chiba Institute of Technology, 2-17-1 Tsudanuma, Narashino, Chiba 275-0016, Japan
E-mail: haraguchi.ryosuke@p.chibakoudai.jp

^b Department of Applied Chemistry, Institute of Science and Engineering, Chuo University, 1-13-27 Kasuga, Bunkyo-ku, Tokyo 112-8551, Japan

Abstract

1,2,3-Triazol-5-ylidenes have recently attracted considerable attention as versatile ligands because of their strong electron-donating properties and structural diversities. While some efforts have been devoted to the development of chiral triazolylidene-metal complexes, there is no example achieving asymmetric induction by base-metal complexes with triazolylidene ligands. Herein, we synthesized planar-chiral ferrocene-based triazolylidene copper complexes, which enabled the asymmetric borylation of methyl cinnamate with bis(pinacolato)diboron with good enantioselectivity.

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DOI: https://doi.org/10.1039/D0DT03213A
Article type: Paper
Submitted: 15 Sep 2020
Accepted: 16 Nov 2020
First published: 18 Nov 2020

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Dalton Trans., 2020,49, 17578-17583

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Planar-chiral ferrocene-based triazolylidene copper complexes: synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated ester

R. Haraguchi, T. Yamazaki, K. Torita, T. Ito and S. Fukuzawa, Dalton Trans., 2020, 49, 17578 DOI: 10.1039/D0DT03213A

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Dalton Transactions

Planar-chiral ferrocene-based triazolylidene copper complexes: synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated ester†

Abstract

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Planar-chiral ferrocene-based triazolylidene copper complexes: synthesis, characterization, and catalysis in asymmetric borylation of α,β-unsaturated ester

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