View source for Rep:Mod:00636773OrganicShi

==Shi Crystal Structure==

{| class="wikitable"
! style="background: #0D4F8B; color: white;" | Shi Catalyst:
|-
| style="background: #000000;" | <jmol><jmolApplet><title>Shi Catalyst</title><color>white</color>
<size>600</size>
<uploadedFileContents>TAMNELQEA01.jmol</uploadedFileContents>
</jmolApplet></jmol>
|}

==Shi Transition States==

{| class="wikitable"
! style="background: #0D4F8B; color: white;" | Shi/DHN High energy TS:
! style="background: #0D4F8B; color: white;" | Shi/DHN Low energy TS:
|-
| style="background: #000000;" |<jmol><jmolApplet><title>High Energy</title><color>white</color>
<size>400</size>
<uploadedFileContents>TAMTS1.jmol</uploadedFileContents>
</jmolApplet></jmol>
| style="background: #000000;" |<jmol><jmolApplet><title>Low Energy</title><color>white</color>
<size>400</size>
<uploadedFileContents>TAMTS3.jmol</uploadedFileContents>
</jmolApplet></jmol>
|}

On the left, the high energy transition state is off-spiro by about 30°. This is the result of severe steric hindrence and raises the relative energy by 12.63 kcal·mol<sup>-1</sup>.