S. Okovytyy
310
under the neat conditions and another amine molecule is required for intermolecular
proton transfer on the next step. Comparison of activation parameters shows the
preference of rear-side attack. In order to model process of nucleophilic opening of
epoxide at the “oil” droplet/water interface Zheng and Zhang have studied aforementioned reaction with explicit consideration of four-water cluster which consid+D
+D
:
+D
:
:
:
:
:
:
:
+D
Fig. 10.11 Optimized
structures and relative free
energies for the pathways of
the neat and water-catalyzed
mechanism, calculated at
the B3LYP/6-311 + + G(d, p)
level (bond lengths in Å and
energies in kJ/mol as adopted
from [54])
310
under the neat conditions and another amine molecule is required for intermolecular
proton transfer on the next step. Comparison of activation parameters shows the
preference of rear-side attack. In order to model process of nucleophilic opening of
epoxide at the “oil” droplet/water interface Zheng and Zhang have studied aforementioned reaction with explicit consideration of four-water cluster which consid+D
+D
:
+D
:
:
:
:
:
:
:
+D
Fig. 10.11 Optimized
structures and relative free
energies for the pathways of
the neat and water-catalyzed
mechanism, calculated at
the B3LYP/6-311 + + G(d, p)
level (bond lengths in Å and
energies in kJ/mol as adopted
from [54])