Suzuki Miyaura coupling of arylboronic acids to gold III        
Yazarlar (6)
Ayan Maity
Case Western Reserve University, Amerika Birleşik Devletleri
Amanda N. Sulicz
Case Western Reserve University, Amerika Birleşik Devletleri
Prof. Dr. Nihal DELİGÖNÜL Tokat Gaziosmanpaşa Üniversitesi, Türkiye
Matthias Zeller
Youngstown State University, Amerika Birleşik Devletleri
Allen D. Hunter
Youngstown State University, Amerika Birleşik Devletleri
Thomas G. Gray
Case Western Reserve University, Amerika Birleşik Devletleri
Makale Türü Açık Erişim Özgün Makale
Makale Alt Türü SSCI, AHCI, SCI, SCI-Exp dergilerinde yayınlanan tam makale
Dergi Adı Chemical Science
Dergi ISSN 2041-6520 Wos Dergi Scopus Dergi
Dergi Tarandığı Indeksler SCI-Expanded
Dergi Grubu Q4
Makale Dili İngilizce
Basım Tarihi 01-2015
Cilt No 6
Sayı 2
Sayfalar 981 / 986
DOI Numarası 10.1039/c4sc02148g
Makale Linki http://xlink.rsc.org/?DOI=C4SC02148G
Özet
Gold(iii) is prominent in catalysis, but its organometallic chemistry continues to be restricted by synthesis. Metal-carbon bond formation often relies on organometallic complexes of electropositive elements, including lithium and magnesium. The redox potential of gold(iii) interferes with reactions of these classic reagents. Resort to toxic metals is common, including reagents based on mercury and thallium. We report that the palladium-catalyzed Suzuki-Miyaura coupling of arylboronic acids extends to cyclometalated gold(iii) chlorides. Both monoarylation and diarylation are achieved. We propose a mechanism where oxidative addition to palladium with rearrangement at gold(iii) fixes the stereochemistry of monoarylated intermediates. Singly arylated species form as thermodynamic isomers. These entities then go on to form diarylated complexes. Reactions proceed at room temperature, and the products are stable to air, moisture, and chromatography.
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