2014OrganometallicsRequires access

A Neutral Gold(III)–Boron Transmetalation

Manuel Höfer, Enrique Gómez‐Bengoa, Cristina Nevado

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Abstract

The occurrence of direct transmetalation between gold(III) and boron species during gold-catalyzed cross-coupling reactions has recently become the subject of intense discussion. In this work, we investigate the transmetalation reaction between discrete, stable gold(III) complexes and boron reagents. Interestingly, electron-rich arylboronic acids remain unreactive under neutral conditions, whereas electron-deficient species undergo transmetalation in a highly efficient manner.

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What this paper is about

The occurrence of direct transmetalation between gold(III) and boron species during gold-catalyzed cross-coupling reactions has recently become the subject of intense discussion. In this work, we investigate the transmetalation reaction between discrete, stable gold(III) complexes and boron reagents. Interestingly, electron-rich arylboronic acids remain unreactive under neutral conditions, whereas electron-deficient species undergo transmetalation in a highly efficient manner.

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Available abstract

The occurrence of direct transmetalation between gold(III) and boron species during gold-catalyzed cross-coupling reactions has recently become the subject of intense discussion. In this work, we investigate the transmetalation reaction between discrete, stable gold(III) complexes and boron reagents. Interestingly, electron-rich arylboronic acids remain unreactive under neutral conditions, whereas electron-deficient species undergo transmetalation in a highly efficient manner.

Key concepts: Transmetalation, Chemistry, Boron, Reagent, Electron deficiency, Coupling (piping), Catalysis, Organic chemistry

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