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. Author manuscript; available in PMC: 2015 Apr 1.
Published in final edited form as: Angew Chem Int Ed Engl. 2014 Feb 26;53(14):3693–3697. doi: 10.1002/anie.201309084

Table 1.

Optimization of Palladium-catalyzed DCCP of Allylbenzene.

graphic file with name nihms589670t1.jpg
entry 1a:2:3a solvent temp.
(°C)		 conc.
(M)		 time
(h)		 Pd(OAc)2/
PCy3 mol (%)		 4a[a]
(%)
1 1:3:3 THF 110 0.1 24 5/10 0
2 1:3:3 DME 110 0.1 24 5/10 0
3 1:3:3 Dioxane 110 0.1 24 5/10 10
4 1:3:3 CPME 110 0.1 24 5/10 15
5 1:3:3 CPME 80 0.1 24 5/10 30
6 1:3:3 CPME 60 0.1 24 5/10 20
7 1:3:3 CPME 80 0.2 24 5/10 40
8 3:3:1 CPME 80 0.2 24 5/10 65
9 3:3:1 CPME 80 0.3 24 5/10 68
10 3:3:1 CPME 80 0.4 24 5/10 69
11 4:4:1 CPME 80 0.2 24 5/10 74
12 4:4:1 CPME 80 0.2 24 5/15 80
13 4:4:1 CPME 80 0.2 24 5/20 >99
[a]

Yield determined by 1H NMR analysis of crude mixture with internal standard CH2Br2; less than 4% of gamma-arylated product was detected by NMR.