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. 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 1.

Optimization of Reaction Between 2 and [PhN2]BF4[a]

graphic file with name nihms-336332-t0005.jpg

Entry [PhN2]BF4
(equiv)
Additive
(equiv)
Yield[b]
1 2 None 31%
2 4 None 49%
3 4 Ag2CO3 (0.10) 84%
4[c] 4 Ag2CO3 (0.10) 0%
5[d] 4 Ag2CO3 (0.10) 8%
6[e] 4 Ag2CO3 (0.10) 5%
[a]

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

[b]

Calibrated yields determined by gas chromatographic analysis of the crude reaction mixtures.

[c]

General conditions, but with no Pd(OAc)2.

[d]

General conditions, but with no Ru(bpy)3Cl2•6H2O.

[e]

General conditions, but with no light.