Chirality

Page 6/21
 

  • On the other hand, absence of a mirror plane or a center of inversion must not be mistaken as indicating chirality. Such a conclusion, though correct in many cases, would be wrong in the presence of an axis of rotoreflection Sn.

The following molecule is an all-trans tetra-sec-butylcyclobutane. The four sec-butyl groups are of (R)- and (S)-configuration in turn.


mirror image (hint)
an all-trans tetra-sec-butylcyclobutane

This molecule does not contain a or an i, but is nevertheless identical to its mirror image, i.e. achiral. It contains a S4. You should check all this.

Objects containing a S4, S8, ... have this property. Convince yourself of this fact using the diagram of S4.


S4

The mirror image of S4
is identical to S4,
as seen after a 90° rotation.

With a little experience you will not overlook a Sn (n > 2) if it is present, if you are aware of this possibility.







 
 
  (c) Lehrstuhl für Mathematik II Universität Bayreuth