Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene–palladium complex catalyst

• Guangming Nan,
• Fang Ren and
• Meiming Luo

Beilstein J. Org. Chem. 2010, 6, No. 70, doi:10.3762/bjoc.6.70

• Suzuki–Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported Pd–NHC complex catalyst has been realized for the first time. The polymer-supported catalyst can be re-used several times still retaining high activity for this transformation

• . Various aryltriazenes were investigated as electrophilic substrates at room temperature to give biaryls in good to excellent yields and showed good chemoselectivity over aryl halides in the reactions. Keywords: 1-aryltriazenes; N-heterocyclic carbene–palladium complex; polymer-supported catalyst

• halides [19][20][21][22][23][24][25][26][27][28]. However, arenediazonium salts are prone to decompose upon storage, which restricts their practical use. Recently, 1-aryltriazenes, which are stable and can be easily prepared from the corresponding arylamines, have been employed by Tamao et al. as