Skip to main content
. Author manuscript; available in PMC: 2012 Aug 10.
Published in final edited form as: Chem Rev. 2011 Jun 28;111(8):5042–5137. doi: 10.1021/cr100212h

Table 15.

Calculated activation barriers for the nucleophilic opening of oxirane by ammonia

graphic file with name nihms307700u11.jpg
entry complex Activation Barrier
B3LYPa MP2b
1 uncatalyzed 38.8 38.8
2 graphic file with name nihms307700t8.jpg 14.0 20.1
3 PhOH 22.2 27.5
4 p-Cl-PhOH 20.8 26.7
5 p-CN-PhOH 19.4 25.8
6 p-CHO-PhOH 19.8 26.0
7 p-Me-PhOH 25.8 31.2
8 H2O 26.2 31.9
a

B3LYP/6-31G(d).

b

MP2/6-311++G(d, p)//B3LYP/6-31G(d).