Skip to main content
. Author manuscript; available in PMC: 2012 Nov 23.
Published in final edited form as: J Am Chem Soc. 2011 Nov 2;133(46):18566–18569. doi: 10.1021/ja208068w

Table 4.

Scope for Aryldiazonium Salts for Pd/Ru-Catalyzed C–H Arylation

graphic file with name nihms-336332-t0036.jpg

Entry [Aryl-N2]BF4 Product Isolated Yielda
1 b graphic file with name nihms-336332-t0037.jpg graphic file with name nihms-336332-t0038.jpg 76%
2 c graphic file with name nihms-336332-t0039.jpg graphic file with name nihms-336332-t0040.jpg 87%
3 graphic file with name nihms-336332-t0041.jpg graphic file with name nihms-336332-t0042.jpg 76%
4 graphic file with name nihms-336332-t0043.jpg graphic file with name nihms-336332-t0044.jpg 78%
5 d graphic file with name nihms-336332-t0045.jpg graphic file with name nihms-336332-t0046.jpg 79%
6d,e,f graphic file with name nihms-336332-t0047.jpg graphic file with name nihms-336332-t0048.jpg 57%
[a]

General procedure: Substrate (1.0 equiv), Pd(OAc)2 (0.1 equiv), Ru(bpy)3Cl2•6H2O (0.025 equiv), ArylN2BF4 (4.0 equiv), MeOH (0.1 M in substrate), rt, 4 h, 26 W compact fluorescent light bulb.

[b]

Reaction run for 6 h.

[c]

General conditions but with 3.4 equiv of ArylN2BF4.

[d]

General conditions but with 0.05 equiv of Ru(bpy)3Cl2•6H2O.

[e]

Reaction run for 10 h.

[f]

MeOH (0.2 M in substrate).