New transmetalation reagents for the gold-catalyzed visible light-enabled C(sp or sp2)–C(sp2) cross-coupling with aryldiazonium salts in the absence of a photosensitizer
- ️A. Stephen K. Hashmi
* Corresponding authors
a
Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
E-mail:
hashmi@hashmi.de
b Chemistry Department, Faculty of Science, King Abdulaziz University, Jeddah 21589, Saudi Arabia
Abstract
The scope of photosensitizer-free visible light-driven gold-catalyzed cross-coupling was evaluated by a wide variety of organoboron and organosilicon species using four equivalents of aryldiazonium salts and (4-CF3-C6H4)3PAuCl in MeOH. In addition, a C(sp or sp2)–C(sp2) cross-coupling of organotrimethylsilanes and aryldiazonium salts was investigated. The reactions can be conducted under very mild reaction conditions, with a reduced amount of aryldiazonium salt (1.2 equiv.) by using a catalytic amount of Ph3PAuNTf2 in MeCN under irradiation with blue LEDs at room temperature.
Supplementary files
Article information
- https://doi.org/10.1039/C8CC08227H
- Communication
- 14 Oct 2018
- 09 Nov 2018
- 10 Nov 2018
DOI
Article type
Submitted
Accepted
First published
Chem. Commun., 2018,54, 13802-13804
Permissions
New transmetalation reagents for the gold-catalyzed visible light-enabled C(sp or sp2)–C(sp2) cross-coupling with aryldiazonium salts in the absence of a photosensitizer
S. Witzel, K. Sekine, M. Rudolph and A. S. K. Hashmi, Chem. Commun., 2018, 54, 13802 DOI: 10.1039/C8CC08227H
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.