Skip to main content
. Author manuscript; available in PMC: 2012 Jun 29.
Published in final edited form as: J Am Chem Soc. 2011 Jun 6;133(25):9692–9695. doi: 10.1021/ja203164p

Table 1.

Optimization of the Heck reaction

graphic file with name nihms301883t1.jpg

entry x y time % conversiona % yielda selectivitya,b
1c 5 1.5 16 h >99 68.4 3.8
2 5 1.5 16 h >99 43.3 6.8
3 5 1.5 15 min >99 62.6 7.1
4 3 1.5 15 min >99 86.2 7.5
5 3 1.1 15 min >99 >99 10.7
6 0 1.1 15 min 3.6 0 -
7d 3 1.1 15 min >99 20 0.2:1
8e 3 1.1 15 min 98.1 15 0.3:1
a

Conversion and yield calculated by comparing starting material and product peak integration to integration of internal standard using corrected GC analysis. Yields refers to the sum of all product isomers.

b

Selectivity refers to the ratio of (E)-styrene to all other isomers.

c

12.5 mol % liPr carbine added.

d

MeOH used as solvent.

e

MeCN used as solvent.