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

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 organotrime...

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Main Authors: Witzel, Sina (Author) , Sekine, Kohei (Author) , Rudolph, Matthias (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: 10 Nov 2018
In: Chemical communications
Year: 2018, Volume: 54, Issue: 98, Pages: 13802-13804
ISSN:1364-548X
DOI:10.1039/C8CC08227H
Online Access:Resolving-System, Volltext: http://dx.doi.org/10.1039/C8CC08227H
Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2018/cc/c8cc08227h
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Author Notes:Sina Witzel, Kohei Sekine, Matthias Rudolph and A. Stephen K. Hashmi
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Summary: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.
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Gesehen am 11.12.2018
Physical Description:Online Resource
ISSN:1364-548X
DOI:10.1039/C8CC08227H