Click the structures and reaction arrows in sequence to view the 3D models and animations respectively
If one of the numbers in the square brackets is ‘1’ it means the sigma bond stays attached to one atom. Hence we can expect this atom to physically ‘shift’ or migrate. The [1,5]H abbreviation tells you which atom is moving. We expect a six membered transition state ring (remember: just sum the numbers), with the H atom shifting to a new position. This is still a sigmatropic rearrangement since one sigma bond breaks and another forms. Other examples are [1,3]H and [1,7]H shifts.
Richard Windsor – Undergraduate Final Year Project 2008
We are sorry that this page was not useful for you!
Let us improve this page!
Tell us how we can improve this page (in your own language if you prefer)? If you would like a response, please include your email address e.g. [email protected]