Skip to main content
. Author manuscript; available in PMC: 2010 Mar 23.
Published in final edited form as: Angew Chem Int Ed Engl. 2009;48(17):3146–3149. doi: 10.1002/anie.200900218

Table 2.

Scope of the palladium-catalyzed 1,2-diarylation of styrene derivatives and 1,3-dienes with organostannanes.

graphic file with name nihms-186122-f0003.jpg
Entry R1 R2 Product Yield [%]a
1 p-MeC6H4 Ph (2a) 5a 78
2 p-MeC6H4 p-FC6H4 (2b) 5b 64
3 p-MeC6H4 p-MeOC6H4 (2c) 5c 65b
4 p-MeC6H4 m,m-(MeO)2C6H3 (2d) 5d 65
5 p-MeC6H4 p-CF3C6H4 (2e) 5e 68
6 p-MeOC6H4 Ph 5f 85
7 o-MeC6H4 Ph 5g 73
8 o-MeOC6H4 Ph 5h 73
9 p-MeC6H4 graphic file with name nihms-186122-t0004.jpg 5i 57
10c graphic file with name nihms-186122-t0005.jpg m,m-(MeO)2C6H3 5j 55
11c p-FC6H4 5k 59
12d graphic file with name nihms-186122-t0006.jpg p-FC6H4 5l 62
13d graphic file with name nihms-186122-t0007.jpg 5m 37
a

Average yield of the isolated product in at least two experiments.

b

A 3:1 mixture of 1,2- and 1,1-diarylation products was formed.

c

The reaction was performed at 45 °C.

d

The reaction was performed at 40 °C.